Daphneodorin H; 3-O-(2E,4E,6E)-decatrienoyl-20-O-benzoyl-1,2alpha-dihydro-3beta,5beta,6alpha-trihydroxyresiniferonol-4beta,7beta-oxide

ID: ALA4745346

PubChem CID: 162649092

Max Phase: Preclinical

Molecular Formula: C37H48O10

Molecular Weight: 652.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(C)[C@]1(O)C[C@@H](C)[C@@]2(O)[C@@H]([C@H]3O[C@@]4([C@H](O)[C@]3(O)COC(=O)c3ccccc3)[C@@H](OC(=O)/C=C/C=C/C=C/CCC)[C@@H](C)C[C@@H]24)[C@H]1O

Standard InChI:  InChI=1S/C37H48O10/c1-6-7-8-9-10-11-15-18-27(38)46-30-23(4)19-26-36(44)24(5)20-34(42,22(2)3)29(39)28(36)31-35(43,33(41)37(26,30)47-31)21-45-32(40)25-16-13-12-14-17-25/h8-18,23-24,26,28-31,33,39,41-44H,2,6-7,19-21H2,1,3-5H3/b9-8+,11-10+,18-15+/t23-,24+,26-,28+,29+,30-,31+,33+,34+,35-,36-,37+/m0/s1

Standard InChI Key:  CUOYQZHFGSBCJE-WJZYJPHXSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4745346

   ---

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: 652.78

Molecular Weight (Monoisotopic): 652.3247

AlogP: 3.18

#Rotatable Bonds: 10

Polar Surface Area: 162.98

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.91

CX Basic pKa: ┄

CX LogP: 4.05

CX LogD: 4.05

Aromatic Rings: 1

Heavy Atoms: 47

QED Weighted: 0.11

Np Likeness Score: 2.26

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