mulberrofuran W

ID: ALA562810

PubChem CID: 45273151

Max Phase: Preclinical

Molecular Formula: C29H34O4

Molecular Weight: 446.59

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Mulberrofuran W | mulberrofuran W|CHEMBL562810|BDBM50303004

Canonical SMILES:  CC(C)=CCC/C(C)=C\CC/C(C)=C\Cc1c(O)cc(O)cc1-c1cc2ccc(O)cc2o1

Standard InChI:  InChI=1S/C29H34O4/c1-19(2)7-5-8-20(3)9-6-10-21(4)11-14-25-26(16-24(31)17-27(25)32)29-15-22-12-13-23(30)18-28(22)33-29/h7,9,11-13,15-18,30-32H,5-6,8,10,14H2,1-4H3/b20-9-,21-11-

Standard InChI Key:  YUFBSQFJPYHMTK-QUYCRGELSA-N

Molfile:  

     RDKit          2D

 33 35  0  0  0  0  0  0  0  0999 V2000
   10.6609   -0.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0728   -0.7340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6605   -1.4452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0715   -2.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8349   -1.4452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4235   -2.1593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5963   -2.1593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1867   -2.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3577   -2.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5960   -3.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1813   -4.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3560   -4.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9470   -5.0055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3560   -5.7193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1173   -5.0055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1344    1.8183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1327    0.9911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8480    0.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8452    2.2308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5615    1.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5619    0.9910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3500    0.7359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8391    1.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3494    2.0796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6629    1.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0731    0.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8967    0.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3096    1.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8927    2.1223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0701    2.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4196    2.2302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3045    2.8371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3086   -0.0194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 16 17  2  0
 17 18  1  0
 18 21  2  0
 20 19  2  0
 19 16  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 20  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 23 25  1  0
 26  1  1  0
  1  2  1  0
  2  3  2  0
 29 32  1  0
 16 31  1  0
 27 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA562810

   MULBERROFURAN W

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: 446.59

Molecular Weight (Monoisotopic): 446.2457

AlogP: 8.18

#Rotatable Bonds: 9

Polar Surface Area: 73.83

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.56

CX Basic pKa: ┄

CX LogP: 7.84

CX LogD: 7.81

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.29

Np Likeness Score: 1.79

References

1. Shi YQ, Fukai T, Sakagami H, Chang WJ, Yang PQ, Wang FP, Nomura T..  (2001)  Cytotoxic flavonoids with isoprenoid groups from Morus mongolica.,  64  (2): [PMID:11429996] [10.1021/np000317c]

2. Dat NT, Jin X, Lee K, Hong YS, Kim YH, Lee JJ..  (2009)  Hypoxia-inducible factor-1 inhibitory benzofurans and chalcone-derived diels-alder adducts from Morus species.,  72  (1): [PMID:19072214] [10.1021/np800491u]

3. Hoang DM, Ngoc TM, Dat NT, Ha do T, Kim YH, Luong HV, Ahn JS, Bae K..  (2009)  Protein tyrosine phosphatase 1B inhibitors isolated from Morus bombycis.,  19  (23): [PMID:19846295] [10.1016/j.bmcl.2009.09.102]

4. Ha MT, Tran MH, Ah KJ, Jo KJ, Kim J, Kim WD, Cheon WJ, Woo MH, Ryu SH, Min BS..  (2016)  Potential pancreatic lipase inhibitory activity of phenolic constituents from the root bark of Morus alba L.,  26  (12): [PMID:27156775] [10.1016/j.bmcl.2016.04.066]

Source

Source(1):

• Scientific Literature