CID 101692680

Details

• Internal ID: 96898e47-9cba-40ac-ad49-f4a632e07ffa
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: [(1S,2S,6S,7R)-7-(3,5-dihydroxyphenyl)-1-[(2R,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-5-hydroxy-2,6-bis(4-hydroxyphenyl)-2,6,7,8-tetrahydro-1H-cyclopenta[e][1]benzofuran-8-yl]-(4-hydroxyphenyl)methanone
• SMILES (Canonical): C1=CC(=CC=C1C2C(C(C3=C2C(=CC4=C3C(C(O4)C5=CC=C(C=C5)O)C6=C7C(C(OC7=CC(=C6)O)C8=CC=C(C=C8)O)C9=CC(=CC(=C9)O)O)O)C(=O)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1[C@@H]2[C@H](C(C3=C2C(=CC4=C3[C@@H]([C@H](O4)C5=CC=C(C=C5)O)C6=C7[C@H]([C@@H](OC7=CC(=C6)O)C8=CC=C(C=C8)O)C9=CC(=CC(=C9)O)O)O)C(=O)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)O
• InChI: InChI=1S/C56H42O13/c57-32-9-1-26(2-10-32)45-46(30-17-36(61)21-37(62)18-30)53(54(67)27-3-11-33(58)12-4-27)52-50(45)42(66)25-44-51(52)49(56(69-44)29-7-15-35(60)16-8-29)41-23-40(65)24-43-48(41)47(31-19-38(63)22-39(64)20-31)55(68-43)28-5-13-34(59)14-6-28/h1-25,45-47,49,53,55-66H/t45-,46-,47-,49+,53?,55+,56-/m1/s1
• InChI Key: OIQYJZZWQGGEBP-MLCYKAQVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₄₂O₁₃
• Molecular Weight: 922.90 g/mol
• Exact Mass: 922.26254139 g/mol
• Topological Polar Surface Area (TPSA): 238.00 Ų
• XlogP: 8.90
• Atomic LogP (AlogP): 10.17
• H-Bond Acceptor: 13
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

• [(1S,2S,6S,7R)-7-(3,5-dihydroxyphenyl)-1-[(2R,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-5-hydroxy-2,6-bis(4-hydroxyphenyl)-2,6,7,8-tetrahydro-1H-cyclopenta[e][1]benzofuran-8-yl]-(4-hydroxyphenyl)methanone
• 174916-31-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9875	98.75%
Caco-2	-	0.8902	89.02%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7569	75.69%
OATP2B1 inhibitior	-	0.5646	56.46%
OATP1B1 inhibitior	+	0.7947	79.47%
OATP1B3 inhibitior	-	0.4075	40.75%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7972	79.72%
P-glycoprotein inhibitior	+	0.7404	74.04%
P-glycoprotein substrate	-	0.6832	68.32%
CYP3A4 substrate	+	0.6142	61.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6891	68.91%
CYP3A4 inhibition	+	0.7163	71.63%
CYP2C9 inhibition	+	0.9233	92.33%
CYP2C19 inhibition	+	0.8302	83.02%
CYP2D6 inhibition	-	0.8569	85.69%
CYP1A2 inhibition	+	0.9077	90.77%
CYP2C8 inhibition	+	0.8017	80.17%
CYP inhibitory promiscuity	+	0.8743	87.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5056	50.56%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8544	85.44%
Skin irritation	+	0.5658	56.58%
Skin corrosion	-	0.9668	96.68%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7851	78.51%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.7929	79.29%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.7411	74.11%
Acute Oral Toxicity (c)	III	0.4704	47.04%
Estrogen receptor binding	+	0.7775	77.75%
Androgen receptor binding	+	0.7953	79.53%
Thyroid receptor binding	+	0.5914	59.14%
Glucocorticoid receptor binding	+	0.5729	57.29%
Aromatase binding	-	0.6100	61.00%
PPAR gamma	+	0.7172	71.72%
Honey bee toxicity	-	0.7996	79.96%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9632	96.32%

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	98.90%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.78%	89.00%
CHEMBL4208	P20618	Proteasome component C5	85.70%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.66%	99.23%
CHEMBL2535	P11166	Glucose transporter	85.29%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.06%	97.09%
CHEMBL2581	P07339	Cathepsin D	83.86%	98.95%
CHEMBL3194	P02766	Transthyretin	83.48%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.20%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.03%	96.09%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.41%	85.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.28%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.12%	93.40%

Plants that contains it

• Caragana sinica

Cross-Links

• PubChem: 101692680
• LOTUS: LTS0009194
• wikiData: Q105192690