[(1S,2R,6R)-2-[2,6-dihydroxy-4-(6-hydroxy-1-benzofuran-2-yl)phenyl]-6-(2,4-dihydroxyphenyl)-4-methylcyclohex-3-en-1-yl]-(6-hydroxy-2,2-dimethylchromen-7-yl)methanone

Details

• Internal ID: cddcd4b9-e314-4828-82c6-e752301581a3
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: [(1S,2R,6R)-2-[2,6-dihydroxy-4-(6-hydroxy-1-benzofuran-2-yl)phenyl]-6-(2,4-dihydroxyphenyl)-4-methylcyclohex-3-en-1-yl]-(6-hydroxy-2,2-dimethylchromen-7-yl)methanone
• SMILES (Canonical): CC1=CC(C(C(C1)C2=C(C=C(C=C2)O)O)C(=O)C3=C(C=C4C=CC(OC4=C3)(C)C)O)C5=C(C=C(C=C5O)C6=CC7=C(O6)C=C(C=C7)O)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=C4C=CC(OC4=C3)(C)C)O)C5=C(C=C(C=C5O)C6=CC7=C(O6)C=C(C=C7)O)O
• InChI: InChI=1S/C39H34O9/c1-19-10-26(25-7-6-23(40)16-30(25)43)36(38(46)27-18-35-21(12-29(27)42)8-9-39(2,3)48-35)28(11-19)37-31(44)13-22(14-32(37)45)33-15-20-4-5-24(41)17-34(20)47-33/h4-9,11-18,26,28,36,40-45H,10H2,1-3H3/t26-,28+,36-/m0/s1
• InChI Key: LJMMDVNGTDPQPA-FOYSLLOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₃₄O₉
• Molecular Weight: 646.70 g/mol
• Exact Mass: 646.22028266 g/mol
• Topological Polar Surface Area (TPSA): 161.00 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 8.23
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9836	98.36%
Caco-2	-	0.8520	85.20%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7709	77.09%
OATP2B1 inhibitior	+	0.7189	71.89%
OATP1B1 inhibitior	+	0.8662	86.62%
OATP1B3 inhibitior	+	0.9561	95.61%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9549	95.49%
P-glycoprotein inhibitior	+	0.8002	80.02%
P-glycoprotein substrate	+	0.7991	79.91%
CYP3A4 substrate	+	0.7195	71.95%
CYP2C9 substrate	+	0.7974	79.74%
CYP2D6 substrate	-	0.8247	82.47%
CYP3A4 inhibition	+	0.6596	65.96%
CYP2C9 inhibition	+	0.9171	91.71%
CYP2C19 inhibition	+	0.8225	82.25%
CYP2D6 inhibition	-	0.7942	79.42%
CYP1A2 inhibition	+	0.7207	72.07%
CYP2C8 inhibition	+	0.8890	88.90%
CYP inhibitory promiscuity	+	0.9465	94.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4641	46.41%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.8953	89.53%
Skin irritation	-	0.7188	71.88%
Skin corrosion	-	0.9288	92.88%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8479	84.79%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.6333	63.33%
skin sensitisation	-	0.7659	76.59%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8417	84.17%
Acute Oral Toxicity (c)	III	0.3645	36.45%
Estrogen receptor binding	+	0.8628	86.28%
Androgen receptor binding	+	0.8143	81.43%
Thyroid receptor binding	+	0.6614	66.14%
Glucocorticoid receptor binding	+	0.8499	84.99%
Aromatase binding	+	0.5893	58.93%
PPAR gamma	+	0.8046	80.46%
Honey bee toxicity	-	0.7843	78.43%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9948	99.48%

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	98.92%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.34%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.93%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.57%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.36%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.42%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.89%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.77%	97.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.38%	89.05%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	88.98%	85.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.87%	94.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.81%	93.56%
CHEMBL3038469	P24941	CDK2/Cyclin A	86.50%	91.38%
CHEMBL4208	P20618	Proteasome component C5	86.40%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.29%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.17%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.73%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.70%	86.33%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.53%	96.00%
CHEMBL217	P14416	Dopamine D2 receptor	82.84%	95.62%
CHEMBL2535	P11166	Glucose transporter	81.92%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.76%	99.15%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.15%	100.00%

Plants that contains it

• Sorocea guilleminiana

Cross-Links

• PubChem: 162998188
• LOTUS: LTS0057306
• wikiData: Q105152658