Sanggenon C

Details

• Internal ID: 9c68daf0-9561-4bb6-84e8-03b4d5ff3e09
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 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
• SMILES (Canonical): CC1=CC(C(C(C1)C2=C(C=C(C=C2)O)O)C(=O)C3=C(C=C(C=C3)O)O)C4=C(C5=C(C=C4O)OC6(C7=C(C=C(C=C7)O)OC6(C5=O)O)CC=C(C)C)O
• SMILES (Isomeric): CC1=C[C@@H]([C@@H]([C@H](C1)C2=C(C=C(C=C2)O)O)C(=O)C3=C(C=C(C=C3)O)O)C4=C(C5=C(C=C4O)OC6(C7=C(C=C(C=C7)O)OC6(C5=O)O)CC=C(C)C)O
• 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
• InChI Key: XETHJOZXBVWLLM-QAHMVTMMSA-N
• Popularity: 18 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₃₆O₁₂
• Molecular Weight: 708.70 g/mol
• Exact Mass: 708.22067658 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 6.25
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

• Sanggenon C
• 80651-76-9
• Cathayanon E
• 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
• Sanggenone-C
• 2-((1S,2R,3S)-2-(2,4-dihydroxybenzoyl)-2',4'-dihydroxy-5-methyl-1,2,3,6-tetrahydro-[1,1'-biphenyl]-3-yl)-1,3,8,10a-tetrahydroxy-5a-(3-methylbut-2-en-1-yl)-5a,10a-dihydro-11H-benzofuro[3,2-b]chromen-11-one
• C09834
• D0M7IA
• CHEBI:9020
• DTXSID20230468
• AKOS040758658
• Q27108217

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9711	97.11%
Caco-2	-	0.8679	86.79%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6792	67.92%
OATP2B1 inhibitior	+	0.5702	57.02%
OATP1B1 inhibitior	+	0.8291	82.91%
OATP1B3 inhibitior	+	0.8482	84.82%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9714	97.14%
P-glycoprotein inhibitior	+	0.7995	79.95%
P-glycoprotein substrate	+	0.7403	74.03%
CYP3A4 substrate	+	0.7118	71.18%
CYP2C9 substrate	+	0.5979	59.79%
CYP2D6 substrate	-	0.8189	81.89%
CYP3A4 inhibition	-	0.7490	74.90%
CYP2C9 inhibition	+	0.6502	65.02%
CYP2C19 inhibition	-	0.5623	56.23%
CYP2D6 inhibition	-	0.8705	87.05%
CYP1A2 inhibition	-	0.7678	76.78%
CYP2C8 inhibition	+	0.8094	80.94%
CYP inhibitory promiscuity	+	0.6000	60.00%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4579	45.79%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.8915	89.15%
Skin irritation	-	0.7144	71.44%
Skin corrosion	-	0.9099	90.99%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7540	75.40%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.7925	79.25%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8080	80.80%
Acute Oral Toxicity (c)	I	0.5937	59.37%
Estrogen receptor binding	+	0.8053	80.53%
Androgen receptor binding	+	0.7893	78.93%
Thyroid receptor binding	+	0.5699	56.99%
Glucocorticoid receptor binding	+	0.7904	79.04%
Aromatase binding	+	0.5793	57.93%
PPAR gamma	+	0.7144	71.44%
Honey bee toxicity	-	0.7653	76.53%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9969	99.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.72%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.31%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.64%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.93%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.76%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.76%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.25%	95.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.09%	95.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.59%	90.71%
CHEMBL4208	P20618	Proteasome component C5	91.18%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.08%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.92%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.68%	97.09%
CHEMBL217	P14416	Dopamine D2 receptor	86.80%	95.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.77%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.68%	100.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	85.29%	91.38%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.81%	85.11%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.63%	85.00%
CHEMBL3401	O75469	Pregnane X receptor	82.81%	94.73%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.52%	93.40%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.28%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.02%	94.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.03%	82.38%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.41%	99.15%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.30%	94.42%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.21%	91.07%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.18%	91.24%

Plants that contains it

• Morus alba
• Morus cathayana
• Morus mongolica

Cross-Links

• PubChem: 442458
• NPASS: NPC295555
• LOTUS: LTS0193108
• wikiData: Q27108217