episteganangin

ID: ALA514914

PubChem CID: 38353779

Max Phase: Preclinical

Molecular Formula: C27H28O9

Molecular Weight: 496.51

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Episteganangin | episteganangin|CHEMBL514914

Canonical SMILES:  C/C=C(/C)C(=O)O[C@@H]1c2cc3c(cc2-c2c(cc(OC)c(OC)c2OC)C[C@H]2C(=O)OC[C@H]12)OCO3

Standard InChI:  InChI=1S/C27H28O9/c1-6-13(2)26(28)36-23-16-10-20-19(34-12-35-20)9-15(16)22-14(7-17-18(23)11-33-27(17)29)8-21(30-3)24(31-4)25(22)32-5/h6,8-10,17-18,23H,7,11-12H2,1-5H3/b13-6-/t17-,18+,23-/m1/s1

Standard InChI Key:  IIEOCQLKEFBZIS-ZUEJIALFSA-N

Molfile:  

     RDKit          2D

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    4.1925   -0.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4098   -0.7123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4061   -2.0479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2163    0.2233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.1853    1.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.0062    1.0522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9452    1.7513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8010   -4.5195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9801   -4.5251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4540   -4.5134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0463   -5.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1919   -1.5443    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6137    0.3353    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0
  1 11  2  0
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  2  4  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  3  1  0
 13  8  1  0
  8 18  1  0
 12  9  1  0
  9 10  1  0
 10 11  1  0
 11 19  1  0
 12 13  1  0
 13 14  1  0
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 15 16  1  0
 12 16  1  0
 14 17  2  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
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 23 18  1  0
  9 24  1  1
 24 25  1  0
 25 26  1  0
 25 27  2  0
 26 28  2  0
 26 29  1  0
 28 30  1  0
 20 31  1  0
 31 32  1  0
 21 33  1  0
 33 34  1  0
 22 35  1  0
 35 36  1  0
 13 37  1  1
 12 38  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA514914

   EPISTEGANANGIN

Molecule Features

Natural Product: No

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: 496.51

Molecular Weight (Monoisotopic): 496.1733

AlogP: 4.00

#Rotatable Bonds: 5

Polar Surface Area: 98.75

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.06

CX LogD: 4.06

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.45

Np Likeness Score: 1.97

References

1. Wickramaratne DB, Pengsuparp T, Mar W, Chai HB, Chagwedera TE, Beecher CW, Farnsworth NR, Kinghorn AD, Pezzuto JM, Cordell GA..  (1993)  Novel antimitotic dibenzocyclo-octadiene lignan constituents of the stem bark of Steganotaenia araliacea.,  56  (12): [PMID:8133298] [10.1021/np50102a009]

Source

Source(1):

• Scientific Literature