4-[(1S,2R)-2-[(2R,3R)-3-[3,5-dihydroxy-2-[(4-methylphenyl)methyl]phenyl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-1-(4-hydroxyphenyl)propyl]-5-[(2S)-2-(3-hydroxyphenoxy)-2-(4-hydroxyphenyl)ethyl]benzene-1,3-diol

Details

• Internal ID: 08cb2c18-11f1-44e5-a5e8-725ad6b25ee1
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 4-[(1S,2R)-2-[(2R,3R)-3-[3,5-dihydroxy-2-[(4-methylphenyl)methyl]phenyl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-1-(4-hydroxyphenyl)propyl]-5-[(2S)-2-(3-hydroxyphenoxy)-2-(4-hydroxyphenyl)ethyl]benzene-1,3-diol
• SMILES (Canonical): CC1=CC=C(C=C1)CC2=C(C=C(C=C2O)O)C3C(OC4=CC(=CC(=C34)C(C)C(C5=CC=C(C=C5)O)C6=C(C=C(C=C6O)O)CC(C7=CC=C(C=C7)O)OC8=CC=CC(=C8)O)O)C9=CC=C(C=C9)O
• SMILES (Isomeric): CC1=CC=C(C=C1)CC2=C(C=C(C=C2O)O)[C@H]3[C@@H](OC4=CC(=CC(=C34)[C@H](C)[C@@H](C5=CC=C(C=C5)O)C6=C(C=C(C=C6O)O)C[C@@H](C7=CC=C(C=C7)O)OC8=CC=CC(=C8)O)O)C9=CC=C(C=C9)O
• InChI: InChI=1S/C57H50O11/c1-31-6-8-33(9-7-31)22-47-48(27-43(63)28-49(47)65)56-55-46(26-44(64)30-52(55)68-57(56)36-14-20-40(60)21-15-36)32(2)53(35-12-18-39(59)19-13-35)54-37(23-42(62)29-50(54)66)24-51(34-10-16-38(58)17-11-34)67-45-5-3-4-41(61)25-45/h3-21,23,25-30,32,51,53,56-66H,22,24H2,1-2H3/t32-,51-,53-,56+,57-/m0/s1
• InChI Key: QUKCPZDTFIXKQM-JMEOLUBXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₅₀O₁₁
• Molecular Weight: 911.00 g/mol
• Exact Mass: 910.33531241 g/mol
• Topological Polar Surface Area (TPSA): 201.00 Ų
• XlogP: 11.50
• Atomic LogP (AlogP): 11.50
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9626	96.26%
Caco-2	-	0.8629	86.29%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7781	77.81%
OATP2B1 inhibitior	+	0.7092	70.92%
OATP1B1 inhibitior	+	0.7776	77.76%
OATP1B3 inhibitior	+	0.8911	89.11%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9555	95.55%
P-glycoprotein inhibitior	+	0.7919	79.19%
P-glycoprotein substrate	+	0.6511	65.11%
CYP3A4 substrate	+	0.7040	70.40%
CYP2C9 substrate	-	0.5955	59.55%
CYP2D6 substrate	+	0.5342	53.42%
CYP3A4 inhibition	+	0.5773	57.73%
CYP2C9 inhibition	+	0.8361	83.61%
CYP2C19 inhibition	+	0.8911	89.11%
CYP2D6 inhibition	-	0.7301	73.01%
CYP1A2 inhibition	+	0.7992	79.92%
CYP2C8 inhibition	+	0.7987	79.87%
CYP inhibitory promiscuity	+	0.9553	95.53%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.4285	42.85%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9112	91.12%
Skin irritation	-	0.8019	80.19%
Skin corrosion	-	0.9243	92.43%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9638	96.38%
Micronuclear	+	0.7559	75.59%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8627	86.27%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6323	63.23%
Acute Oral Toxicity (c)	III	0.4681	46.81%
Estrogen receptor binding	+	0.8306	83.06%
Androgen receptor binding	+	0.7806	78.06%
Thyroid receptor binding	+	0.6277	62.77%
Glucocorticoid receptor binding	+	0.7134	71.34%
Aromatase binding	-	0.5255	52.55%
PPAR gamma	+	0.7159	71.59%
Honey bee toxicity	-	0.6353	63.53%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9533	95.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.17%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.42%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.78%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.51%	99.15%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.38%	95.17%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	95.28%	96.09%
CHEMBL236	P41143	Delta opioid receptor	93.89%	99.35%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.60%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.85%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	92.76%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.49%	95.56%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	91.36%	90.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.35%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.11%	95.50%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	89.75%	95.55%
CHEMBL4581	P52732	Kinesin-like protein 1	89.37%	93.18%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.20%	95.89%
CHEMBL2535	P11166	Glucose transporter	88.96%	98.75%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	88.75%	85.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.18%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.89%	94.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.83%	95.78%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	84.62%	97.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.79%	90.71%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.64%	99.18%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.22%	86.33%
CHEMBL233	P35372	Mu opioid receptor	81.37%	97.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.35%	89.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.17%	100.00%

Plants that contains it

• Stemonoporus canaliculatus

Cross-Links

• PubChem: 71595982
• LOTUS: LTS0066856
• wikiData: Q105228243