Altenuene

ID: ALA482228

Cas Number: 29752-43-0

PubChem CID: 34687

Max Phase: Preclinical

Molecular Formula: C15H16O6

Molecular Weight: 292.29

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Altenuene | Altenuene|29752-43-0|(2S,3S,4aS)-2,3,7-trihydroxy-9-methoxy-4a-methyl-3,4-dihydro-2H-benzo[c]chromen-6-one|BRN 4153870|CCRIS 8303|5-18-05-00113 (Beilstein Handbook Reference)|CHEMBL482228|MEGxm0_000136|ACon0_001041|ACon1_002175|DTXSID60891799|NCGC00179755-01|NCGC00179755-02|6H-Dibenzo(b,d)pyran-6-one, 2,3,4,4a-tetrahydro-2,3,7-trihydroxy-9-methoxy-4a-methyl-, (2-alpha,3-beta,4a-beta)-(+-)-|Altenuene Solution in Methanol, 100ug/mL|1ST001410|1ST001410-100M|NS00094874|BRD-K26184114-001-Show More⌵

Canonical SMILES:  COc1cc(O)c2c(c1)C1=C[C@H](O)[C@@H](O)C[C@]1(C)OC2=O

Standard InChI:  InChI=1S/C15H16O6/c1-15-6-12(18)10(16)5-9(15)8-3-7(20-2)4-11(17)13(8)14(19)21-15/h3-5,10,12,16-18H,6H2,1-2H3/t10-,12-,15-/m0/s1

Standard InChI Key:  MMHTXEATDNFMMY-WBIUFABUSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    9.5417   -7.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5417   -7.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2537   -8.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9657   -7.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2537   -6.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9639   -7.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9789   -5.4102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2581   -5.8148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6891   -5.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6746   -6.6587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3811   -7.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1067   -6.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1213   -5.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4102   -5.4258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9881   -4.5853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4236   -4.6009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8132   -7.1098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5354   -6.7109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5333   -6.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8278   -8.2927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2537   -9.1125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  6  2  0
  5  6  1  0
  1  2  1  0
  1  5  1  0
  9 14  2  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  2  3  1  0
  7 15  2  0
  5  8  1  0
 14 16  1  0
  6 10  1  0
 12 17  1  0
  9  7  1  0
 17 18  1  0
  7  8  1  0
  5 19  1  1
  9 10  1  0
  2 20  1  1
  3  4  1  0
  3 21  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA482228

   ALTENUENE

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: 292.29

Molecular Weight (Monoisotopic): 292.0947

AlogP: 0.84

#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: 9.50

CX Basic pKa: ┄

CX LogP: 1.00

CX LogD: 1.00

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.66

Np Likeness Score: 2.55

References

1. Jiao P, Gloer JB, Campbell J, Shearer CA..  (2006)  Altenuene derivatives from an unidentified freshwater fungus in the family Tubeufiaceae.,  69  (4): [PMID:16643037] [10.1021/np0504661]

2. Kjer J, Wray V, Edrada-Ebel R, Ebel R, Pretsch A, Lin W, Proksch P..  (2009)  Xanalteric acids I and II and related phenolic compounds from an endophytic Alternaria sp. isolated from the mangrove plant Sonneratia alba.,  72  (11): [PMID:19835393] [10.1021/np900417g]

Source

Source(1):

• Scientific Literature