10-O-succinoylgeniposide

ID: ALA1077845

PubChem CID: 44255239

Max Phase: Preclinical

Molecular Formula: C21H28O13

Molecular Weight: 488.44

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 10-O-Succinoylgeniposide | 10-O-succinoylgeniposide|CHEMBL1077845

Canonical SMILES:  COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]2C(COC(=O)CCC(=O)O)=CC[C@H]12

Standard InChI:  InChI=1S/C21H28O13/c1-30-19(29)11-8-32-20(34-21-18(28)17(27)16(26)12(6-22)33-21)15-9(2-3-10(11)15)7-31-14(25)5-4-13(23)24/h2,8,10,12,15-18,20-22,26-28H,3-7H2,1H3,(H,23,24)/t10-,12-,15-,16-,17+,18-,20+,21+/m1/s1

Standard InChI Key:  HXIKOBSBFWQXOF-NLIZERCJSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1077845

   10-O-succinoylgeniposide

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 488.44

Molecular Weight (Monoisotopic): 488.1530

AlogP: -1.81

#Rotatable Bonds: 9

Polar Surface Area: 198.51

Molecular Species: ACID

HBA: 12

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.97

CX Basic pKa: ┄

CX LogP: -1.95

CX LogD: -5.12

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.18

Np Likeness Score: 2.19

References

1. Yu Y, Xie ZL, Gao H, Ma WW, Dai Y, Wang Y, Zhong Y, Yao XS..  (2009)  Bioactive iridoid glucosides from the fruit of Gardenia jasminoides.,  72  (8): [PMID:19650637] [10.1021/np900176q]

Source

Source(1):

• Scientific Literature