Helioscopinolide E

ID: ALA1078406

Chembl Id: CHEMBL1078406

PubChem CID: 11565893

Max Phase: Preclinical

Molecular Formula: C20H26O3

Molecular Weight: 314.43

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Helioscopinolide E | Helioscopinolide E|CHEMBL1078406|(4aS,10aR,11aR,11bS)-4,4,8,11b-tetramethyl-1,2,4a,5,6,10a,11,11a-octahydronaphtho[2,1-f]benzofuran-3,9-dione

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

Standard InChI:  InChI=1S/C20H26O3/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/h9,14-16H,5-8,10H2,1-4H3/t14-,15-,16-,20+/m1/s1

Standard InChI Key:  JFINBCWMRIJTDN-NLDJYOPPSA-N

Alternative Forms

1. Parent:

   

   ALA1078406

   HELIOSCOPINOLIDE E

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: 314.43

Molecular Weight (Monoisotopic): 314.1882

AlogP: 3.98

#Rotatable Bonds: 0

Polar Surface Area: 43.37

Molecular Species: NEUTRAL

HBA: 3

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.41

CX Basic pKa:

CX LogP: 3.91

CX LogD: 3.91

Aromatic Rings: 0

Heavy Atoms: 23

QED Weighted: 0.64

Np Likeness Score: 3.41

References

1. 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]

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

3. 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]

Source

Source(1):

• Scientific Literature