8-[1-[2-[2,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-5,6-dihydroxy-7-(3-methylbut-2-enyl)-1-benzofuran-3-yl]ethenyl]-2,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol

Details

• Internal ID: db268e85-d9f0-4dc4-b71d-f4527929baba
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 8-[1-[2-[2,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-5,6-dihydroxy-7-(3-methylbut-2-enyl)-1-benzofuran-3-yl]ethenyl]-2,10-bis(3-methylbut-2-enyl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol
• SMILES (Canonical): CC(=CCC1=CC2=C(C=C1O)OCC3C2OC4=C(C(=C(C=C34)C(=C)C5=C(OC6=C(C(=C(C=C56)O)O)CC=C(C)C)C7=C(C=C(C(=C7)CC=C(C)C)O)O)O)CC=C(C)C)C
• SMILES (Isomeric): CC(=CCC1=CC2=C(C=C1O)OCC3C2OC4=C(C(=C(C=C34)C(=C)C5=C(OC6=C(C(=C(C=C56)O)O)CC=C(C)C)C7=C(C=C(C(=C7)CC=C(C)C)O)O)O)CC=C(C)C)C
• InChI: InChI=1S/C51H54O9/c1-25(2)10-14-30-18-36(42(54)22-40(30)52)51-45(38-21-43(55)47(57)33(49(38)60-51)17-13-28(7)8)29(9)34-20-35-39-24-58-44-23-41(53)31(15-11-26(3)4)19-37(44)50(39)59-48(35)32(46(34)56)16-12-27(5)6/h10-13,18-23,39,50,52-57H,9,14-17,24H2,1-8H3
• InChI Key: IFTKTULJHYNZFN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₅₄O₉
• Molecular Weight: 811.00 g/mol
• Exact Mass: 810.37678330 g/mol
• Topological Polar Surface Area (TPSA): 153.00 Ų
• XlogP: 13.30
• Atomic LogP (AlogP): 12.04
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9296	92.96%
Caco-2	-	0.8538	85.38%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6878	68.78%
OATP2B1 inhibitior	+	0.5759	57.59%
OATP1B1 inhibitior	+	0.8283	82.83%
OATP1B3 inhibitior	+	0.9682	96.82%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9747	97.47%
P-glycoprotein inhibitior	+	0.7919	79.19%
P-glycoprotein substrate	+	0.7189	71.89%
CYP3A4 substrate	+	0.6554	65.54%
CYP2C9 substrate	-	0.8093	80.93%
CYP2D6 substrate	-	0.6813	68.13%
CYP3A4 inhibition	-	0.7281	72.81%
CYP2C9 inhibition	+	0.6822	68.22%
CYP2C19 inhibition	+	0.6927	69.27%
CYP2D6 inhibition	-	0.7867	78.67%
CYP1A2 inhibition	+	0.6354	63.54%
CYP2C8 inhibition	+	0.7353	73.53%
CYP inhibitory promiscuity	+	0.8292	82.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6888	68.88%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9015	90.15%
Skin irritation	-	0.7539	75.39%
Skin corrosion	-	0.9147	91.47%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8291	82.91%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.7824	78.24%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7934	79.34%
Acute Oral Toxicity (c)	III	0.5751	57.51%
Estrogen receptor binding	+	0.8049	80.49%
Androgen receptor binding	+	0.7934	79.34%
Thyroid receptor binding	+	0.5857	58.57%
Glucocorticoid receptor binding	+	0.7360	73.60%
Aromatase binding	+	0.6291	62.91%
PPAR gamma	+	0.7412	74.12%
Honey bee toxicity	-	0.7329	73.29%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9952	99.52%

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	99.93%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.03%	91.49%
CHEMBL2581	P07339	Cathepsin D	93.47%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.32%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.30%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.39%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.00%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.47%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.23%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.46%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.89%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.84%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.67%	95.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.11%	89.62%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.62%	94.80%
CHEMBL240	Q12809	HERG	83.68%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.40%	95.56%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.82%	90.24%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.39%	99.23%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.25%	96.37%
CHEMBL2535	P11166	Glucose transporter	80.15%	98.75%

Plants that contains it

• Lespedeza cyrtobotrya

Cross-Links

• PubChem: 162842379
• LOTUS: LTS0207750
• wikiData: Q105112374