Sanggenon C

ID: ALA204813

Chembl Id: CHEMBL204813

Cas Number: 80651-76-9

PubChem CID: 15479638

Max Phase: Preclinical

Molecular Formula: C40H36O12

Molecular Weight: 708.72

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Sanggenon C | Sanggenon C|Sanggenone C|80651-76-9|CHEMBL204813|(5aR,10aS)-2-[(1S,5S,6R)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-1,3,8,10a-tetrahydroxy-5a-(3-methylbut-2-enyl)-[1]benzofuro[3,2-b]chromen-11-one|SanggenoneC|HY-N0617|BDBM50179008|CCG-261735|AC-34735|MS-31192|CS-0009613|FT-0689370

Canonical SMILES:  CC(C)=CC[C@]12Oc3cc(O)c([C@H]4C=C(C)C[C@H](c5ccc(O)cc5O)[C@H]4C(=O)c4ccc(O)cc4O)c(O)c3C(=O)[C@@]1(O)Oc1cc(O)ccc12

Standard InChI:  InChI=1S/C40H36O12/c1-18(2)10-11-39-27-9-6-22(43)16-31(27)52-40(39,50)38(49)35-32(51-39)17-30(46)34(37(35)48)26-13-19(3)12-25(23-7-4-20(41)14-28(23)44)33(26)36(47)24-8-5-21(42)15-29(24)45/h4-10,13-17,25-26,33,41-46,48,50H,11-12H2,1-3H3/t25-,26+,33-,39-,40-/m1/s1

Standard InChI Key:  XETHJOZXBVWLLM-HUKCQOFTSA-N

Alternative Forms

1. Parent:

   

   ALA204813

   SANGGENON 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: 708.72

Molecular Weight (Monoisotopic): 708.2207

AlogP: 6.25

#Rotatable Bonds: 6

Polar Surface Area: 214.44

Molecular Species: NEUTRAL

HBA: 12

HBD: 8

#RO5 Violations: 4

HBA (Lipinski): 12

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 7.26

CX Basic pKa:

CX LogP: 7.85

CX LogD: 7.39

Aromatic Rings: 4

Heavy Atoms: 52

QED Weighted: 0.08

Np Likeness Score: 2.24

References

1. Cui L, Na M, Oh H, Bae EY, Jeong DG, Ryu SE, Kim S, Kim BY, Oh WK, Ahn JS..  (2006)  Protein tyrosine phosphatase 1B inhibitors from Morus root bark.,  16  (5): [PMID:16356713] [10.1016/j.bmcl.2005.11.071]

2. Kimura Y, Okuda H, Nomura T, Fukai T, Arichi S..  (1986)  Effects of phenolic constituents from the mulberry tree on arachidonate metabolism in rat platelets.,  49  (4): [PMID:3097265] [10.1021/np50046a013]

3. 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]

4. 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]

5. Moradi-Afrapoli F, Ebrahimi SN, Smiesko M, Hamburger M..  (2017)  HPLC-Based Activity Profiling for GABAA Receptor Modulators in Extracts: Validation of an Approach Utilizing a Larval Zebrafish Locomotor Assay.,  80  (5): [PMID:28485933] [10.1021/acs.jnatprod.7b00081]

6. Langeder J, Döring K, Schmietendorf H, Grienke U, Schmidtke M, Rollinger JM..  (2023)  ¹H NMR-Based Biochemometric Analysis of Morus alba Extracts toward a Multipotent Herbal Anti-Infective.,  86  (1.0): [PMID:36543521] [10.1021/acs.jnatprod.2c00481]

7. Wasilewicz A, Kirchweger B, Bojkova D, Abi Saad MJ, Langeder J, Bütikofer M, Adelsberger S, Grienke U, Cinatl J, Petermann O, Scapozza L, Orts J, Kirchmair J, Rabenau HF, Rollinger JM..  (2023)  Identification of Natural Products Inhibiting SARS-CoV-2 by Targeting Viral Proteases: A Combined in Silico and in Vitro Approach.,  86  (2.0): [PMID:36651644] [10.1021/acs.jnatprod.2c00843]

Source

Source(1):

• Scientific Literature