ID: ALA23600

Max Phase: Preclinical

Molecular Formula: C30H51BrO6

Molecular Weight: 587.64

Molecule Type: Small molecule

Representations

Synonyms (1): Dehydrothyrsiferol
Synonyms from Alternative Forms(1):

Canonical SMILES:  C=C(CC[C@H](O)[C@@]1(C)CC[C@H](C(C)(C)O)O1)[C@H]1CC[C@H]2O[C@@H]([C@]3(C)CC[C@@H](Br)C(C)(C)O3)CC[C@]2(C)O1

Standard InChI:  InChI=1S/C30H51BrO6/c1-19(9-11-22(32)28(6)17-14-23(36-28)26(2,3)33)20-10-12-24-29(7,35-20)18-15-25(34-24)30(8)16-13-21(31)27(4,5)37-30/h20-25,32-33H,1,9-18H2,2-8H3/t20-,21-,22+,23-,24-,25-,28-,29+,30+/m1/s1

Standard InChI Key:  ZAFALSYXVNIPJK-LGGVQCJHSA-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: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 587.64

Molecular Weight (Monoisotopic): 586.2869

AlogP: 5.99

#Rotatable Bonds: 7

Polar Surface Area: 77.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.83

CX Basic pKa:

CX LogP: 4.97

CX LogD: 4.97

Aromatic Rings: 0

Heavy Atoms: 37

QED Weighted: 0.28

Np Likeness Score: 2.62

References

1. Souto ML, Manríquez CP, Norte M, Leira F, Fernández JJ..  (2003)  The inhibitory effects of squalene-derived triterpenes on protein phosphatase PP2A.,  13  (7): [PMID:12657259] [10.1016/s0960-894x(03)00136-7]

2. Cen-Pacheco F, Villa-Pulgarin JA, Mollinedo F, Norte M, Daranas AH, Fernández JJ..  (2011)  Cytotoxic oxasqualenoids from the red alga Laurencia viridis.,  46  (8): [PMID:21616566] [10.1016/j.ejmech.2011.04.051]

3. Pec MK, Aguirre A, Fernández JJ, Souto ML, Dorta JF, Villar J..  (2002)  Dehydrothyrsiferol does not modulate multidrug resistance-associated protein 1 resistance: a functional screening system for MRP1 substrates.,  10  (1): [PMID:12373300]

Source

Source(2):

• Scientific Literature
• TP-search Transporter Database