12beta-hydroxy-3-oxomultiflora-8-en-29-oic acid

ID: ALA465067

PubChem CID: 11048975

Max Phase: Preclinical

Molecular Formula: C30H46O4

Molecular Weight: 470.69

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Sandorinic acid C | SANDORINIC ACID C|CHEMBL465067|(2R,4aS,6aR,8aR,12aS,14R,14aS,14bR)-14-hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-10-oxo-3,4,5,6,7,8,8a,11,12,13,14,14b-dodecahydro-1H-picene-2-carboxylic acid

Canonical SMILES:  CC1(C)C(=O)CC[C@]2(C)C3=C(CC[C@@H]12)[C@@]1(C)CC[C@@]2(C)CC[C@@](C)(C(=O)O)C[C@H]2[C@]1(C)[C@H](O)C3

Standard InChI:  InChI=1S/C30H46O4/c1-25(2)20-9-8-18-19(28(20,5)11-10-22(25)31)16-23(32)30(7)21-17-27(4,24(33)34)13-12-26(21,3)14-15-29(18,30)6/h20-21,23,32H,8-17H2,1-7H3,(H,33,34)/t20-,21+,23+,26+,27+,28+,29+,30+/m0/s1

Standard InChI Key:  ARUDPAROWGJVLG-FUPYXVGYSA-N

Molfile:  

     RDKit          2D

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   11.0460   -1.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7581   -0.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7581   -2.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2282   -3.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.6154   -0.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6154   -1.6693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3318   -1.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.6154   -0.0193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.4704   -1.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4704   -0.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9042    1.2202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4657   -2.9019    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3306   -2.4936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   14.6986    2.1207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  6  1  0
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  8  9  1  0
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 10 29  2  0
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  1  2  1  0
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 21 36  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA465067

   SANDORINIC ACID C

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: 470.69

Molecular Weight (Monoisotopic): 470.3396

AlogP: 6.56

#Rotatable Bonds: 1

Polar Surface Area: 74.60

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.51

CX Basic pKa: ┄

CX LogP: 5.88

CX LogD: 3.09

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.43

Np Likeness Score: 3.18

References

1. Tanaka T, Koyano T, Kowithayakorn T, Fujimoto H, Okuyama E, Hayashi M, Komiyama K, Ishibashi M..  (2001)  New multiflorane-type triterpenoid acids from Sandoricum indicum.,  64  (9): [PMID:11575968] [10.1021/np010196w]

Source

Source(1):

• Scientific Literature