[(6aR,11aR)-3,9-dihydroxy-2,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-8-yl]-[2-(2,4-dihydroxyphenyl)-5,6-dihydroxy-7-(3-methylbut-2-enyl)-1-benzofuran-3-yl]methanone

Details

• Internal ID: 40c8dfd6-f9b6-40dc-af0f-d970dad63a3e
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: [(6aR,11aR)-3,9-dihydroxy-2,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-8-yl]-[2-(2,4-dihydroxyphenyl)-5,6-dihydroxy-7-(3-methylbut-2-enyl)-1-benzofuran-3-yl]methanone
• SMILES (Canonical): CC(=CCC1=CC2=C(C=C1O)OCC3C2OC4=C(C(=C(C=C34)C(=O)C5=C(OC6=C(C(=C(C=C56)O)O)CC=C(C)C)C7=C(C=C(C=C7)O)O)O)CC=C(C)C)C
• SMILES (Isomeric): CC(=CCC1=CC2=C(C=C1O)OC[C@@H]3[C@H]2OC4=C(C(=C(C=C34)C(=O)C5=C(OC6=C(C(=C(C=C56)O)O)CC=C(C)C)C7=C(C=C(C=C7)O)O)O)CC=C(C)C)C
• InChI: InChI=1S/C45H44O10/c1-21(2)7-10-24-15-30-37(19-34(24)47)53-20-33-29-17-32(39(50)27(12-8-22(3)4)42(29)54-44(30)33)41(52)38-31-18-36(49)40(51)28(13-9-23(5)6)43(31)55-45(38)26-14-11-25(46)16-35(26)48/h7-9,11,14-19,33,44,46-51H,10,12-13,20H2,1-6H3/t33-,44-/m0/s1
• InChI Key: DBQCTAUYYIOXBE-XEDFXBRGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₄₄O₁₀
• Molecular Weight: 744.80 g/mol
• Exact Mass: 744.29344760 g/mol
• Topological Polar Surface Area (TPSA): 170.00 Ų
• XlogP: 10.60
• Atomic LogP (AlogP): 9.70
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9597	95.97%
Caco-2	-	0.8567	85.67%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7551	75.51%
OATP2B1 inhibitior	+	0.5707	57.07%
OATP1B1 inhibitior	+	0.8070	80.70%
OATP1B3 inhibitior	+	0.9714	97.14%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9725	97.25%
P-glycoprotein inhibitior	+	0.8252	82.52%
P-glycoprotein substrate	+	0.7627	76.27%
CYP3A4 substrate	+	0.6785	67.85%
CYP2C9 substrate	+	0.5799	57.99%
CYP2D6 substrate	-	0.8128	81.28%
CYP3A4 inhibition	-	0.7403	74.03%
CYP2C9 inhibition	+	0.7514	75.14%
CYP2C19 inhibition	+	0.7279	72.79%
CYP2D6 inhibition	-	0.7776	77.76%
CYP1A2 inhibition	+	0.6900	69.00%
CYP2C8 inhibition	+	0.8001	80.01%
CYP inhibitory promiscuity	+	0.8285	82.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6922	69.22%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9065	90.65%
Skin irritation	-	0.7507	75.07%
Skin corrosion	-	0.9313	93.13%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7611	76.11%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.7979	79.79%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8270	82.70%
Acute Oral Toxicity (c)	III	0.5690	56.90%
Estrogen receptor binding	+	0.8433	84.33%
Androgen receptor binding	+	0.8155	81.55%
Thyroid receptor binding	+	0.5822	58.22%
Glucocorticoid receptor binding	+	0.7703	77.03%
Aromatase binding	+	0.5794	57.94%
PPAR gamma	+	0.7551	75.51%
Honey bee toxicity	-	0.7359	73.59%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9930	99.30%

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	99.90%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.95%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.51%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	93.31%	94.73%
CHEMBL240	Q12809	HERG	92.07%	89.76%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.99%	100.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.33%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.98%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.80%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.98%	99.23%
CHEMBL2535	P11166	Glucose transporter	87.94%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.19%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.56%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.06%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.06%	95.89%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	86.03%	93.10%
CHEMBL3194	P02766	Transthyretin	84.02%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.20%	96.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.07%	89.62%
CHEMBL3038469	P24941	CDK2/Cyclin A	82.72%	91.38%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.52%	91.71%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.88%	89.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.74%	92.62%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.75%	85.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.55%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.36%	94.80%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.21%	96.00%

Plants that contains it

• Lespedeza cyrtobotrya
• Teucrium betonicum

Cross-Links

• PubChem: 25208600
• NPASS: NPC28153
• LOTUS: LTS0055524
• wikiData: Q104974681