IngredientID 18866

Heparin

C12H17NO20S3-4

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Herb: 12Ingredient: 1Meta-analysis: 12Target: 12Links: 36

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Record Fields

Scalar fields from the final ingredient record.

Ingredient Id: 18866
Core Entity Id: 24148
Source Entity Count: 1
Preferred Name: Heparin
Name En
Pubchem Id: 25200909
Smiles Canonical: CC(=O)NC1C(C(C(OC1O)COS(=O)(=O)O)OC2C(C(C(C(O2)C(=O)O)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)C(=O)O)O)O)OS(=O)(=O)O)OS(=O)(=O)O)NS(=O)(=O)O)O)OS(=O)(=O)O)O
Molecular Formula: C12H17NO20S3-4
Molecular Weight: 1134.9340
Inchikey: HTTJABKRGRZYRN-UHFFFAOYSA-N
Inchi: InChI=1S/C12H21NO20S3/c14-4-3(13-34(20,21)22)11(19)30-2(1-29-35(23,24)25)7(4)31-12-9(33-36(26,27)28)6(16)5(15)8(32-12)10(17)18/h2-9,11-16,19H,1H2,(H,17,18)(H,20,21,22)(H,23,24,25)(H,26,27,28)/p-4/t2-,3?,4-,5?,6+,7?,8?,9?,11?,12-/m1/s1
Isomeric Smiles: C([C@@H]1C([C@@H](C(C(O1)O)NS(=O)(=O)[O-])O)O[C@H]2C([C@H](C(C(O2)C(=O)[O-])O)O)OS(=O)(=O)[O-])OS(=O)(=O)[O-]
Cas Id
Ob Score
Mol Logp: -10.7119
Num H Donors: 15
Num H Acceptors: 20
Num Rotatable Bonds: 10
Drug Likeness: 0.0470
Polar Surface Area: 119.3600
Molecular Volume: 343.6800
Alogp: 1.4140

Names

Preferred names, aliases, and source labels retained in the final schema.

Name

Enoxaparin

Role

preferred

Source

SymMap_v2

Preferred

Yes

Name

Enoxaparin

Role

preferred

Source

HERB_v2

Preferred

Yes

Name

Enoxaparin

Role

preferred

Source

itcmdb_public

Preferred

Yes

Name

Eupachlorin acetate

Role

preferred

Source

itcmdb_public

Preferred

Yes

Name

Eupachlorin acetate

Role

preferred

Source

HERB_v2

Preferred

Yes

Name

Heparin

Role

preferred

Source

HERB_v2

Preferred

Yes

Name

Heparin

Role

preferred

Source

SymMap_v2

Preferred

Yes

Name

Heparin

Role

preferred

Source

itcmdb_public

Preferred

Yes

Name

eupachlorin acetate

Role

preferred

Source

TCMBank

Preferred

Yes

Name

heparin

Role

preferred

Source

TCMBank

Preferred

Yes

Name

圆叶泽兰

Role

TCM_name

Source

TCMBank

Preferred

Name

YUAN YE ZE LAN

Role

TCM_name2

Source

TCMBank

Preferred

Name

Roundleaf Eupatorium*

Role

TCM_name_en

Source

TCMBank

Preferred

Name

(3AR,4R,6R,6ar,7S,9as,9BS)-7-(acetyloxy)-6-(chloromethyl)-6,9a-dihydroxy-9-methyl-3-methylidene-2-oxo-2H,3H,3ah,4H,5H,6H,6ah,7H,9ah,9BH-azuleno(4,5-b)furan-4-yl (2Z)-2-methylbut-2-enoic acid

Role

alias

Source

HERB_v2

Preferred

Name

(3AR,4R,6R,6ar,7S,9as,9BS)-7-(acetyloxy)-6-(chloromethyl)-6,9a-dihydroxy-9-methyl-3-methylidene-2-oxo-2H,3H,3ah,4H,5H,6H,6ah,7H,9ah,9BH-azuleno[4,5-b]furan-4-yl (2Z)-2-methylbut-2-enoic acid

Role

alias

Source

itcmdb_public

Preferred

Name

20501-52-4

Role

alias

Source

itcmdb_public

Preferred

Name

20501-52-4

Role

alias

Source

HERB_v2

Preferred

Name

Ardeparin

Role

alias

Source

itcmdb_public

Preferred

Name

Ardeparin

Role

alias

Source

HERB_v2

Preferred

Name

Bemiparin

Role

alias

Source

itcmdb_public

Preferred

Name

Bemiparin

Role

alias

Source

HERB_v2

Preferred

Name

C09417

Role

alias

Source

HERB_v2

Preferred

Name

C09417

Role

alias

Source

itcmdb_public

Preferred

Name

CHEBI:4921

Role

alias

Source

HERB_v2

Preferred

Name

CHEBI:4921

Role

alias

Source

itcmdb_public

Preferred

Name

CHEMBL250952

Role

alias

Source

itcmdb_public

Preferred

Name

CHEMBL250952

Role

alias

Source

HERB_v2

Preferred

Name

Certoparin

Role

alias

Source

itcmdb_public

Preferred

Name

Certoparin

Role

alias

Source

HERB_v2

Preferred

Name

Clexane

Role

alias

Source

itcmdb_public

Preferred

Name

Clexane

Role

alias

Source

HERB_v2

Preferred

Name

Clivarin

Role

alias

Source

HERB_v2

Preferred

Name

Clivarin

Role

alias

Source

itcmdb_public

Preferred

Name

Clivarine

Role

alias

Source

HERB_v2

Preferred

Name

Clivarine

Role

alias

Source

itcmdb_public

Preferred

Name

Dalteparin

Role

alias

Source

itcmdb_public

Preferred

Name

Dalteparin

Role

alias

Source

HERB_v2

Preferred

Name

Fraxiparin

Role

alias

Source

itcmdb_public

Preferred

Name

Fraxiparin

Role

alias

Source

HERB_v2

Preferred

Name

Nadroparine

Role

alias

Source

itcmdb_public

Preferred

Name

Nadroparine

Role

alias

Source

HERB_v2

Preferred

Name

Q27106547

Role

alias

Source

HERB_v2

Preferred

Name

Q27106547

Role

alias

Source

itcmdb_public

Preferred

Name

[(3aR,4R,6R,6aR,7R,9aS,9bS)-7-acetyloxy-6-(chloromethyl)-6,9a-dihydroxy-9-methyl-3-methylidene-2-oxo-3a,4,5,6a,7,9b-hexahydroazuleno[4,5-b]furan-4-yl] (Z)-2-methylbut-2-enoate

Role

alias

Source

HERB_v2

Preferred

Name

[(3aR,4R,6R,6aR,7R,9aS,9bS)-7-acetyloxy-6-(chloromethyl)-6,9a-dihydroxy-9-methyl-3-methylidene-2-oxo-3a,4,5,6a,7,9b-hexahydroazuleno[4,5-b]furan-4-yl] (Z)-2-methylbut-2-enoate

Role

alias

Source

itcmdb_public

Preferred

Name

enoxaparin

Role

alias

Source

TCMBank

Preferred

Name

nadroparin

Role

alias

Source

TCMBank

Preferred

Aliases

Additional names normalized into the restored final schema.

EnoxaparinEupachlorin acetate圆叶泽兰YUAN YE ZE LANRoundleaf Eupatorium*(3AR,4R,6R,6ar,7S,9as,9BS)-7-(acetyloxy)-6-(chloromethyl)-6,9a-dihydroxy-9-methyl-3-methylidene-2-oxo-2H,3H,3ah,4H,5H,6H,6ah,7H,9ah,9BH-azuleno(4,5-b)furan-4-yl (2Z)-2-methylbut-2-enoic acid(3AR,4R,6R,6ar,7S,9as,9BS)-7-(acetyloxy)-6-(chloromethyl)-6,9a-dihydroxy-9-methyl-3-methylidene-2-oxo-2H,3H,3ah,4H,5H,6H,6ah,7H,9ah,9BH-azuleno[4,5-b]furan-4-yl (2Z)-2-methylbut-2-enoic acid20501-52-4ArdeparinBemiparinC09417CHEBI:4921CHEMBL250952CertoparinClexaneClivarinClivarineDalteparinFraxiparinNadroparineQ27106547[(3aR,4R,6R,6aR,7R,9aS,9bS)-7-acetyloxy-6-(chloromethyl)-6,9a-dihydroxy-9-methyl-3-methylidene-2-oxo-3a,4,5,6a,7,9b-hexahydroazuleno[4,5-b]furan-4-yl] (Z)-2-methylbut-2-enoatenadroparin

Cross References

Trusted external identifiers retained for this final record.

Cas

9005-49-6

Hit

C0969

Herb

HBIN025099HBIN026112HBIN029056HBIN036274

Npass

NPC189338NPC305261NPC99005

Tcmid

2306823072231237550

Sym Map

SMIT23782SMIT24385

Tcm Id

13009130101824318244200102260337884448

Pub Chem

25200909252442255281447772

Tcmbank

TCMBANKIN036031TCMBANKIN055948TCMBANKIN058964

Attributes

Merged source attributes and domain-specific metadata.

3.72323

2.03555

2.14874

Bic

0.70946

Cic

1.18365

Phi

5.76705

Sic

0.75877

Log D

1.414

Sc 0

Sc 1

Sc 2

Type

Other ingredients

Alog P

1.414

Chi 0

22.5935

Chi 1

13.8393

Chi 2

14.1773

In Ch I

InChI=1S/C12H21NO20S3/c14-4-3(13-34(20,21)22)11(19)30-2(1-29-35(23,24)25)7(4)31-12-9(33-36(26,27)28)6(16)5(15)8(32-12)10(17)18/h2-9,11-16,19H,1H2,(H,17,18)(H,20,21,22)(H,23,24,25)(H,26,27,28)/p-4/t2-,3?,4-,5?,6+,7?,8?,9?,11?,12-/m1/s1InChI=1S/C22H27ClO8/c1-6-10(2)19(25)30-15-8-21(27,9-23)17-14(29-13(5)24)7-11(3)22(17,28)18-16(15)12(4)20(26)31-18/h6-7,14-18,27-28H,4,8-9H2,1-3,5H3/b10-6-/t14-,15-,16-,17+,18+,21+,22-/m1/s1InChI=1S/C26H42N2O37S5/c1-4(30)27-7-9(31)13(6(56-23(7)39)3-55-67(43,44)45)58-26-19(65-70(52,53)54)12(34)16(20(62-26)22(37)38)60-24-8(28-66(40,41)42)15(63-68(46,47)48)14(5(2-29)57-24)59-25-18(64-69(49,50)51)11(33)10(32)17(61-25)21(35)36/h5-20,23-26,28-29,31-34,39H,2-3H2,1H3,(H,27,30)(H,35,36)(H,37,38)(H,40,41,42)(H,43,44,45)(H,46,47,48)(H,49,50,51)(H,52,53,54)

Mol Wt

1134.934000000001454.9030000000002591.4560000000002

Pmi X

349.624

Energy

72.93

Sc 3 C

Sc 3 P

Smiles

CC(=O)NC1C(C(C(OC1O)COS(=O)(=O)O)OC2C(C(C(C(O2)C(=O)O)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)C(=O)O)O)O)OS(=O)(=O)O)OS(=O)(=O)O)NS(=O)(=O)O)O)OS(=O)(=O)O)OCC=C(C)C(=O)OC1CC(C2C(C=C(C2(C3C1C(=C)C(=O)O3)O)C)OC(=O)C)(CCl)O[C@]12([H])[C@](O[H])(C(C([H])([H])[H])=C([H])[C@@]1([H])OC(=O)C([H])([H])[H])[C@]3([H])[C@]([H])(C(=C([H])[H])C(=O)O3)[C@]([H])(OC(=O)\C(\C([H])([H])[H])=C([H])/C([H])([H])[H])C([H])([H])[C@]2(O[H])C ([H])([H])Cl

Zagreb

166

Chi 3 C

3.80426

Chi 3 P

11.4922

Chi V 0

17.7996

Chi V 1

9.88715

Chi V 2

8.58041

Kappa 1

24.6387

Kappa 2

8.74125

Kappa 3

4.19916

Mol Log P

-10.71190000000002-8.6131000000000051.5747

Sc 3 Ch

Version

Alog P Mr

105.809

Chi 3 Ch

Dipole X

0.75276

Dipole Y

1.26415

Dipole Z

-0.2416

Iac Mean

1.43188

In Ch Ikey

HTTJABKRGRZYRN-UHFFFAOYSA-NOHJKXVLJWUPWQG-IUYNYSEKSA-JWVTMFOWXYVFVDE-UPVVJIFBSA-N

Is Chiral

Suppress

Tcm Name

圆叶泽兰

Chi V 3 C

1.84938

Chi V 3 P

6.50757

Es Sum D O

36.494

Es Sum T N

E Adj Equ

478.982

E Adj Mag

680.587

Hba Count

Hbd Count

Iac Total

83.0495

Jurs Rasa

0.66444

Jurs Rncg

0.13434

Jurs Rncs

4.05919

Jurs Rpcg

0.19474

Jurs Rpcs

1.83438

Jurs Rpsa

0.33555

Jurs Sasa

599.774

Jurs Tasa

398.518

Jurs Tpsa

201.256

Num Atoms

Num Bonds

Num Rings

Shadow Xy

94.2878

Shadow Xz

67.4065

Shadow Yz

55.0479

Shadow Nu

2.04849

Tcm Name2

YUAN YE ZE LAN

V Adj Equ

333.051

V Adj Mag

384

Mol2 Path

/TCM_database/2003_3d_all/2982.mol2

Reference

661

Chi V 3 Ch

Dipole Mag

1.491

Es Sum Aa N

Es Sum Aa O

Es Sum D Nh

Es Sum Dd C

Es Sum Ds N

Es Sum S Oh

23.218

Es Sum Ss O

16.525

Es Sum T Ch

Es Sum Ts C

Kappa 1 Am

22.7093

Kappa 2 Am

7.61852

Kappa 3 Am

3.55904

Num Hdonors

1525

Num Chains

Num Rings3

Num Rings4

Num Rings5

Num Rings6

Num Rings7

Num Rings8

Es Count D O

Es Count T N

Es Sum Aa Ch

Es Sum Aa Nh

Es Sum Aaa C

Es Sum Aas C

Es Sum Aas N

Es Sum D Ch2

3.791

Es Sum Dds N

Es Sum Ds Ch

3.147

Es Sum Dss C

-1.07

Es Sum S Ch3

7.617

Es Sum S Nh2

Es Sum S Nh3

Es Sum Ss Nh

Es Sum Sss N

Jurs Dpsa 1

-335.545

Jurs Dpsa 3

79.6987

Jurs Fnsa 1

0.77972

Jurs Fnsa 2

-2.2608

Jurs Fnsa 3

-0.11841

Jurs Fpsa 1

0.22027

Jurs Fpsa 2

0.32671

Jurs Fpsa 3

0.01447

Jurs Pnsa 1

467.66

Jurs Pnsa 2

-1355.96

Jurs Pnsa 3

-71.0185

Jurs Ppsa 1

132.115

Jurs Ppsa 3

8.68016

Jurs Wnsa 1

280.49

Jurs Wnsa 2

-813.273

Jurs Wnsa 3

-42.5951

Jurs Wpsa 1

79.2391

Jurs Wpsa 3

5.20614

Num Pi Bonds

Tcm Name En

Roundleaf Eupatorium*

Admet Psa 2 D

120.323

Es Count Aa N

Es Count Aa O

Es Count D Nh

Es Count Dd C

Es Count Ds N

Es Count S Oh

Es Count Ss O

Es Count T Ch

Es Count Ts C

Es Sum Ss Ch2

-0.113

Es Sum Ss Nh2

Es Sum Sss Ch

-4.983

Es Sum Sss Nh

Es Sum Ssss C

-3.464

Es Sum Ssss N

Nplus O Count

Num H Donors

Admet Alog P98

1.414

Admet Ext Ppb

-2.31867

Drug Likeness

0.0470.1160.216

Es Count Aa Ch

Es Count Aa Nh

Es Count Aaa C

Es Count Aas C

Es Count Aas N

Es Count D Ch2

Es Count Dds N

Es Count Ds Ch

Es Count Dss C

Es Count S Ch3

Es Count S Nh2

Es Count S Nh3

Es Count Ss Nh

Es Count Sss N

Es Sum Sssss P

Num Hacceptors

20308

Num Fragments

Num Hydrogens

Num Ring Bonds

Organic Count

Rad Of Gyration

3.08827

Shadow Xyfrac

0.56096

Shadow Xzfrac

0.66936

Shadow Yzfrac

0.6709

Strain Energy

21.3

Es Count Ss Ch2

Es Count Ss Nh2

Es Count Sss Ch

Es Count Sss Nh

Es Count Ssss C

Es Count Ssss N

Molecular Mass

420.178

Molecular Sasa

588.31

Num Metal Atoms

Num Rings9 Plus

Shadow Xlength

14.3627

Shadow Ylength

11.7025

Shadow Zlength

7.01133

Admet Bbb Level

Isomeric Smiles

C([C@@H]1C([C@@H](C(C(O1)O)NS(=O)(=O)[O-])O)O[C@H]2C([C@H](C(C(O2)C(=O)[O-])O)O)OS(=O)(=O)[O-])OS(=O)(=O)[O-]C/C=C(/C)\C(=O)O[C@@H]1C[C@@]([C@@H]2[C@@H](C=C([C@@]2([C@@H]3[C@@H]1C(=C)C(=O)O3)O)C)OC(=O)C)(CCl)OCC(=O)NC1C(C(C(OC1O)COS(=O)(=O)O)OC2C(C(C(C(O2)C(=O)O)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)C(=O)O)O)O)OS(=O)(=O)O)OS(=O)(=O)O)NS(=O)(=O)O)O)OS(=O)(=O)O)O

Molecular Savol

511.999

Num Atom Classes

Num Bridge Bonds

Num H Acceptors

Num Repeat Units

Admet Ext Cyp2 D6

-6.99406

Admet Solubility

-3.025

Canonical Smiles

C(C1C(C(C(C(O1)O)NS(=O)(=O)[O-])O)OC2C(C(C(C(O2)C(=O)[O-])O)O)OS(=O)(=O)[O-])OS(=O)(=O)[O-]CC(=O)NC1C(C(C(OC1O)COS(=O)(=O)O)OC2C(C(C(C(O2)C(=O)O)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)C(=O)O)O)O)OS(=O)(=O)O)OS(=O)(=O)O)NS(=O)(=O)O)O)OS(=O)(=O)O)OCC=C(C)C(=O)OC1CC(C2C(C=C(C2(C3C1C(=C)C(=O)O3)O)C)OC(=O)C)(CCl)O

Herb Alias Names

ClexaneClivarinNadroparineArdeparinBemiparinCertoparinClivarineDalteparinFraxiparin

Minimized Energy

51.63

Molecular Volume

343.68

Molecular Weight

1134.9 g/mol420.453454.9 g/mol

Num Macro Chains

Molecular Formula

C22H27ClO8C26H42N2O37S5

Molecular Formula

C12H17NO20S3-4C22H27ClO8C26H42N2O37S5

Num Rotatable Bonds

10214

Num Aromatic Bonds

Num Aromatic Rings

Num Explicit Atoms

Num Explicit Bonds

Num Negative Atoms

Num Positive Atoms

Num Macro Residues

Num Ring Assemblies

Num Rotatable Bonds

Molecular Polar Sasa

186.264

Num Bridge Head Atoms

Num Chain Assemblies

Num Meso Stereo Atoms

Molecular Solubility

-3.755

Admet Ext Hepatotoxic

-4.57137

Admet Unknown Alog P98

Molecular Surface Area

433.79

Num Explicit Hydrogens

Num H Donors Lipinski

Num Pseudo Stereo Atoms

Admet Absorption Level

Admet Solubility Level

Admet Ext Ppb#Prediction

Num H Acceptors Lipinski

Molecular Polar Surface Area

119.36

Admet Ext Cyp2 D6#Prediction

Molecular Fractional Polar Sasa

0.316

Admet Ext Ppb Applicability#Md

14.0705

Admet Ext Hepatotoxic#Prediction

Admet Ext Cyp2 D6 Applicability#Md

9.59406

Admet Ext Ppb Applicability#Mdpvalue

0.000076

Molecular Fractional Polar Surface Area

0.275

Admet Ext Hepatotoxic Applicability#Md

10.9633

Admet Ext Cyp2 D6 Applicability#Mdpvalue

0.20282

Admet Ext Hepatotoxic Applicability#Mdpvalue

0.00696