(3beta,4beta,22R)-ergosta-5,24(24')-diene-3,4,22-triol

ID: ALA478809

PubChem CID: 44575597

Max Phase: Preclinical

Molecular Formula: C28H46O5

Molecular Weight: 462.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(C[C@H](O)[C@@](C)(O)[C@H]1CC[C@H]2[C@@H]3CC=C4[C@@H](O)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)(C)O

Standard InChI:  InChI=1S/C28H46O5/c1-16(25(2,3)32)15-23(30)28(6,33)22-10-9-18-17-7-8-20-24(31)21(29)12-14-26(20,4)19(17)11-13-27(18,22)5/h8,17-19,21-24,29-33H,1,7,9-15H2,2-6H3/t17-,18-,19-,21-,22-,23-,24+,26+,27-,28-/m0/s1

Standard InChI Key:  RDGFOCPOKUUIFP-FLMXEVAOSA-N

Molfile:  

     RDKit          2D

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    4.2512   -2.0505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7121   -2.8175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2250   -0.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4184   -1.7325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9272   -1.0040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 13 15  1  0
 15 16  1  0
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  8 17  1  0
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  3 18  1  0
  5 18  1  0
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  8 21  1  1
  9 22  1  6
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  1  2  1  0
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  2  3  1  0
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  4  5  1  0
 24 27  1  0
  5  6  2  0
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  6  7  1  0
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  7  8  1  0
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  8  9  1  0
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  9 10  1  0
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 10 11  1  0
 29 33  1  0
 12 11  1  0
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 12 13  1  0
  4 35  1  1
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 13 14  1  1
 24 37  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA478809

   (2S,3S)-2-[(3S,4R,8S,9S,10R,13S,14S,17S)-3,4-dihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptane-2,3,6-triol

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

Calculated Properties

Molecular Weight: 462.67

Molecular Weight (Monoisotopic): 462.3345

AlogP: 3.73

#Rotatable Bonds: 5

Polar Surface Area: 101.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.22

CX Basic pKa: ┄

CX LogP: 2.43

CX LogD: 2.43

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.40

Np Likeness Score: 2.98

References

1. Rivero-Cruz JF, Chai HB, Kardono LB, Setyowati FM, Afriatini JJ, Riswan S, Farnsworth NR, Cordell GA, Pezzuto JM, Swanson SM, Kinghorn AD..  (2004)  Cytotoxic constituents of the twigs and leaves of Aglaia rubiginosa.,  67  (3): [PMID:15043407] [10.1021/np0304417]

Source

Source(1):

• Scientific Literature