2-hydroxy fissinolid

ID: ALA1081404

PubChem CID: 46878891

Max Phase: Preclinical

Molecular Formula: C29H38O8

Molecular Weight: 514.62

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 2-Hydroxy Fissinolid | 2-hydroxy fissinolid|CHEMBL1081404

Canonical SMILES:  COC(=O)C[C@H]1C(C)(C)[C@@H](OC(C)=O)[C@@H]2CC3=C4CC(=O)O[C@@H](c5ccoc5)[C@]4(C)CC[C@@H]3[C@@]1(C)C2O

Standard InChI:  InChI=1S/C29H38O8/c1-15(30)36-26-18-11-17-19(29(5,24(18)33)21(27(26,2)3)13-22(31)34-6)7-9-28(4)20(17)12-23(32)37-25(28)16-8-10-35-14-16/h8,10,14,18-19,21,24-26,33H,7,9,11-13H2,1-6H3/t18-,19+,21+,24?,25+,26+,28-,29-/m1/s1

Standard InChI Key:  USQWQRAKBGJPTC-ANKFCNIWSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1081404

   2-Hydroxy fissinolid

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: 514.62

Molecular Weight (Monoisotopic): 514.2567

AlogP: 4.52

#Rotatable Bonds: 4

Polar Surface Area: 112.27

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.62

CX LogD: 2.62

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.35

Np Likeness Score: 2.95

References

1. Lin BD, Yuan T, Zhang CR, Dong L, Zhang B, Wu Y, Yue JM..  (2009)  Structurally diverse limonoids from the fruits of Swietenia mahagoni.,  72  (12): [PMID:19902967] [10.1021/np900522h]

Source

Source(1):

• Scientific Literature