ID: ALA4639672

Max Phase: Unknown

Molecular Formula: C20H28O6

Molecular Weight: 364.44

Molecule Type: Small molecule

Representations

Synonyms (5): Isodonol | Oridonin | Oridonine | Pure oridonin | NSC-250682
Synonyms from Alternative Forms(5):

Canonical SMILES:  C=C1C(=O)[C@]23C(O)[C@H]1CC[C@H]2[C@@]12CO[C@]3(O)[C@@H](O)[C@@H]1C(C)(C)CC[C@@H]2O

Standard InChI:  InChI=1S/C20H28O6/c1-9-10-4-5-11-18-8-26-20(25,19(11,14(9)22)15(10)23)16(24)13(18)17(2,3)7-6-12(18)21/h10-13,15-16,21,23-25H,1,4-8H2,2-3H3/t10-,11-,12-,13+,15?,16-,18+,19-,20+/m0/s1

Standard InChI Key:  SDHTXBWLVGWJFT-UMXDBTPVSA-N

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: Yes

Availability: No

Prodrug: No

Properties

Molecular Weight: 364.44

Molecular Weight (Monoisotopic): 364.1886

AlogP: 0.38

#Rotatable Bonds: 0

Polar Surface Area: 107.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.51

CX Basic pKa:

CX LogP: 0.54

CX LogD: 0.54

Aromatic Rings: 0

Heavy Atoms: 26

QED Weighted: 0.46

Np Likeness Score: 4.01

References

1. Liu C, Ma H, Slitt AL, Seeram NP..  (2020)  Inhibitory Effect of Cannabidiol on the Activation of NLRP3 Inflammasome Is Associated with Its Modulation of the P2X7 Receptor in Human Monocytes.,  83  (6): [PMID:32374168] [10.1021/acs.jnatprod.0c00138]

2. Lei Y, Li Y, Tan Y, Qian Z, Zhou Q, Jia D, Sun Q..  (2021)  Novel Mechanistic Observations and NES-Binding Groove Features Revealed by the CRM1 Inhibitors Plumbagin and Oridonin.,  84  (5.0): [PMID:33890470] [10.1021/acs.jnatprod.0c01231]

3. Unpublished dataset, 

Source

Source(2):

• Scientific Literature
• Clinical Candidates