helioscopinolide B

ID: ALA451142

Chembl Id: CHEMBL451142

Cas Number: 84799-32-6

PubChem CID: 10335933

Max Phase: Preclinical

Molecular Formula: C20H28O3

Molecular Weight: 316.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C2C=C3CC[C@@H]4C(C)(C)[C@@H](O)CC[C@@]4(C)[C@@H]3C[C@H]2OC1=O

Standard InChI:  InChI=1S/C20H28O3/c1-11-13-9-12-5-6-16-19(2,3)17(21)7-8-20(16,4)14(12)10-15(13)23-18(11)22/h9,14-17,21H,5-8,10H2,1-4H3/t14-,15-,16-,17+,20+/m1/s1

Standard InChI Key:  KZIADLALQLRZIQ-PANQXIRQSA-N

Alternative Forms

1. Parent:

   

   ALA451142

   HELIOSCOPINOLIDE B

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: 316.44

Molecular Weight (Monoisotopic): 316.2038

AlogP: 3.77

#Rotatable Bonds: 0

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: 13.41

CX Basic pKa:

CX LogP: 3.35

CX LogD: 3.35

Aromatic Rings: 0

Heavy Atoms: 23

QED Weighted: 0.69

Np Likeness Score: 3.43

References

1. Valente C, Pedro M, Duarte A, Nascimento MS, Abreu PM, Ferreira MJ..  (2004)  Bioactive diterpenoids, a new jatrophane and two ent-abietanes, and other constituents from Euphorbia pubescens.,  67  (5): [PMID:15165162] [10.1021/np0400048]

2. Xu W, Zhu C, Cheng W, Fan X, Chen X, Yang S, Guo Y, Ye F, Shi J..  (2009)  Chemical Constituents of the Roots of Euphorbia micractina.,  72  (9): [PMID:19702283] [10.1021/np900305j]

3. Gao J, Aisa HA..  (2017)  Terpenoids from Euphorbia soongarica and Their Multidrug Resistance Reversal Activity.,  80  (6): [PMID:28590124] [10.1021/acs.jnatprod.6b01099]

4. Ferreira RJ, Kincses A, Gajdács M, Spengler G, Dos Santos DJVA, Molnár J, Ferreira MU..  (2018)  Terpenoids from Euphorbia pedroi as Multidrug-Resistance Reversers.,  81  (9): [PMID:30199257] [10.1021/acs.jnatprod.8b00326]

5. Yang HY, Yao W, Huang PZ, Xu H, Ma Q, Chen X, Chen JJ, Gao K..  (2023)  Euphohelides A-C, ent-Abietane-Type Norditerpene Lactones from Euphorbia helioscopia and Their Anti-Inflammatory Activities.,  86  (4): [PMID:36858948] [10.1021/acs.jnatprod.3c00041]

Source

Source(1):

• Scientific Literature