11-Hydroxytolypodiol

ID: ALA4643682

PubChem CID: 156017632

Max Phase: Preclinical

Molecular Formula: C28H40O6

Molecular Weight: 472.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc2c(c1)C[C@H]1[C@]3(C)C[C@@H](O)[C@H]4C(C)(C)CC[C@@H](O)[C@]4(C)[C@H]3[C@@H](O)C[C@]1(C)O2

Standard InChI:  InChI=1S/C28H40O6/c1-25(2)10-9-21(31)28(5)22(25)17(29)13-26(3)20-12-16-11-15(24(32)33-6)7-8-19(16)34-27(20,4)14-18(30)23(26)28/h7-8,11,17-18,20-23,29-31H,9-10,12-14H2,1-6H3/t17-,18+,20+,21-,22+,23+,26+,27+,28+/m1/s1

Standard InChI Key:  GHWVOKQFEBHUQZ-MNORRYNNSA-N

Molfile:  

 
     RDKit          2D

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  1  2  1  0
  3  2  1  0
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  5  4  1  0
  6  5  1  0
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  3 12  1  0
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 17 18  1  0
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 18 24  1  0
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 25 28  2  0
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 15 30  1  1
 13 31  1  1
 12 32  1  6
 11 33  1  1
  9 34  1  1
  4 35  1  6
  3 36  1  1
  2 37  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4643682

   ---

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: 472.62

Molecular Weight (Monoisotopic): 472.2825

AlogP: 3.74

#Rotatable Bonds: 1

Polar Surface Area: 96.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.13

CX LogD: 3.13

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.54

Np Likeness Score: 2.19

References

1. Gurr JR, O'Donnell TJ, Luo Y, Yoshida WY, Hall ML, Mayer AMS, Sun R, Williams PG..  (2020)  6-Deoxy- and 11-Hydroxytolypodiols: Meroterpenoids from the Cyanobacterium HT-58-2.,  83  (5): [PMID:32282204] [10.1021/acs.jnatprod.9b00844]

Source

Source(1):

• Scientific Literature