Daphneodorin G; 12-O-(E)-cinnamoyl-14-O-(2E,4E)-decadienoyl-5beta,12beta-dihydroxyresiniferonol-6alpha,7alpha-oxide

ID: ALA4776317

PubChem CID: 162643343

Max Phase: Preclinical

Molecular Formula: C39H48O11

Molecular Weight: 692.80

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@]1(O)[C@H](OC(=O)/C=C/C=C/CCCCC)[C@@H]2[C@@H]3O[C@]3(CO)[C@@H](O)[C@]3(O)C(=O)C(C)=C[C@H]3[C@@]2(O)[C@H](C)[C@H]1OC(=O)/C=C/c1ccccc1

Standard InChI:  InChI=1S/C39H48O11/c1-6-7-8-9-10-11-15-18-28(41)49-34-30-33-36(22-40,50-33)35(44)39(47)27(21-24(4)31(39)43)38(30,46)25(5)32(37(34,45)23(2)3)48-29(42)20-19-26-16-13-12-14-17-26/h10-21,25,27,30,32-35,40,44-47H,2,6-9,22H2,1,3-5H3/b11-10+,18-15+,20-19+/t25-,27+,30+,32-,33+,34-,35-,36+,37+,38+,39-/m1/s1

Standard InChI Key:  BIGLNHBVZXDITQ-GHCVEVGJSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4776317

   ---

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: 692.80

Molecular Weight (Monoisotopic): 692.3197

AlogP: 2.90

#Rotatable Bonds: 12

Polar Surface Area: 183.35

Molecular Species: NEUTRAL

HBA: 11

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.56

CX Basic pKa: ┄

CX LogP: 4.51

CX LogD: 4.51

Aromatic Rings: 1

Heavy Atoms: 50

QED Weighted: 0.05

Np Likeness Score: 2.57

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