12-O-(E)-cinnamoyl-9,13,14-ortho-(2E,4E,6E)-decatrienylidyne-5beta,12beta-dihydroxyresiniferonol-6alpha,7alpha-oxide

ID: ALA4777283

PubChem CID: 162643321

Max Phase: Preclinical

Molecular Formula: C39H44O10

Molecular Weight: 672.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@]12O[C@@]3(/C=C/C=C/C=C/CCC)O[C@@H]1[C@@H]1[C@@H]4O[C@]4(CO)[C@@H](O)[C@]4(O)C(=O)C(C)=C[C@H]4[C@@]1(O3)[C@H](C)[C@H]2OC(=O)/C=C/c1ccccc1

Standard InChI:  InChI=1S/C39H44O10/c1-6-7-8-9-10-11-15-20-36-47-33-29-32-35(22-40,46-32)34(43)37(44)27(21-24(4)30(37)42)39(29,49-36)25(5)31(38(33,48-36)23(2)3)45-28(41)19-18-26-16-13-12-14-17-26/h8-21,25,27,29,31-34,40,43-44H,2,6-7,22H2,1,3-5H3/b9-8+,11-10+,19-18+,20-15+/t25-,27-,29+,31-,32+,33-,34-,35+,36-,37-,38+,39+/m1/s1

Standard InChI Key:  DQYTUBPKRGEWBN-JBMBANNUSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4777283

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 672.77

Molecular Weight (Monoisotopic): 672.2934

AlogP: 3.88

#Rotatable Bonds: 10

Polar Surface Area: 144.28

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.65

CX Basic pKa: ┄

CX LogP: 5.67

CX LogD: 5.67

Aromatic Rings: 1

Heavy Atoms: 49

QED Weighted: 0.11

Np Likeness Score: 3.20

References

1. Otsuki K,Li W,Miura K,Asada Y,Huang L,Chen CH,Lee KH,Koike K.  (2020)  Isolation, Structural Elucidation, and Anti-HIV Activity of Daphnane Diterpenoids from Daphne odora.,  83  (11): [PMID:32997496] [10.1021/acs.jnatprod.0c00540]

Source

Source(1):

• Scientific Literature