(12S)-12-hydroxylabda-8(17),13-dien-15-16-olide

ID: ALA3586267

Chembl Id: CHEMBL3586267

Cas Number: 1788090-69-6

PubChem CID: 16081511

Max Phase: Preclinical

Molecular Formula: C20H30O3

Molecular Weight: 318.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1CC[C@H]2C(C)(C)CCC[C@]2(C)[C@H]1C[C@H](O)C1=CCOC1=O

Standard InChI:  InChI=1S/C20H30O3/c1-13-6-7-17-19(2,3)9-5-10-20(17,4)15(13)12-16(21)14-8-11-23-18(14)22/h8,15-17,21H,1,5-7,9-12H2,2-4H3/t15-,16-,17-,20+/m0/s1

Standard InChI Key:  NNNUJNWMFLYQTF-OGNFBWPZSA-N

Alternative Forms

1. Parent:

   

   ALA3586267

   Vitexolide D

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: 318.46

Molecular Weight (Monoisotopic): 318.2195

AlogP: 4.02

#Rotatable Bonds: 3

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.12

CX Basic pKa:

CX LogP: 4.02

CX LogD: 4.02

Aromatic Rings: 0

Heavy Atoms: 23

QED Weighted: 0.63

Np Likeness Score: 3.42

References

1. Corlay N, Lecsö-Bornet M, Leborgne E, Blanchard F, Cachet X, Bignon J, Roussi F, Butel MJ, Awang K, Litaudon M..  (2015)  Antibacterial Labdane Diterpenoids from Vitex vestita.,  78  (6): [PMID:26034885] [10.1021/acs.jnatprod.5b00206]

Source

Source(1):

• Scientific Literature