11-[(E)-2-[(1S,5R)-5-[2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-enyl)-4-oxochromen-8-yl]-1,3-dimethylcyclohex-3-en-1-yl]ethenyl]-1,3,8,10-tetrahydroxy-5-propan-2-ylidene-6H-benzo[c]xanthen-7-one

Details

• Internal ID: b41cfe5e-d255-4afe-b390-d29f1cdc5456
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 8-prenylated flavones
• IUPAC Name: 11-[(E)-2-[(1S,5R)-5-[2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-enyl)-4-oxochromen-8-yl]-1,3-dimethylcyclohex-3-en-1-yl]ethenyl]-1,3,8,10-tetrahydroxy-5-propan-2-ylidene-6H-benzo[c]xanthen-7-one
• SMILES (Canonical): CC1=CC(CC(C1)(C)C=CC2=C3C(=C(C=C2O)O)C(=O)C4=C(O3)C5=C(C=C(C=C5O)O)C(=C(C)C)C4)C6=C(C=C(C7=C6OC(=C(C7=O)CC=C(C)C)C8=C(C=C(C=C8)O)O)O)O
• SMILES (Isomeric): CC1=C[C@@H](C[C@](C1)(C)/C=C/C2=C3C(=C(C=C2O)O)C(=O)C4=C(O3)C5=C(C=C(C=C5O)O)C(=C(C)C)C4)C6=C(C=C(C7=C6OC(=C(C7=O)CC=C(C)C)C8=C(C=C(C=C8)O)O)O)O
• InChI: InChI=1S/C50H46O12/c1-22(2)7-9-30-44(59)43-39(58)19-37(56)40(49(43)61-46(30)28-10-8-26(51)15-34(28)53)25-13-24(5)20-50(6,21-25)12-11-29-35(54)18-38(57)42-45(60)33-17-31(23(3)4)32-14-27(52)16-36(55)41(32)48(33)62-47(29)42/h7-8,10-16,18-19,25,51-58H,9,17,20-21H2,1-6H3/b12-11+/t25-,50+/m0/s1
• InChI Key: MBERTEPRJGSNKJ-ZXRYJGQHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₄₆O₁₂
• Molecular Weight: 838.90 g/mol
• Exact Mass: 838.29892690 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 10.20
• Atomic LogP (AlogP): 10.28
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9732	97.32%
Caco-2	-	0.8539	85.39%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7269	72.69%
OATP2B1 inhibitior	+	0.8599	85.99%
OATP1B1 inhibitior	+	0.8081	80.81%
OATP1B3 inhibitior	+	0.9243	92.43%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9771	97.71%
P-glycoprotein inhibitior	+	0.7848	78.48%
P-glycoprotein substrate	+	0.7761	77.61%
CYP3A4 substrate	+	0.7308	73.08%
CYP2C9 substrate	+	0.6145	61.45%
CYP2D6 substrate	-	0.8366	83.66%
CYP3A4 inhibition	-	0.6791	67.91%
CYP2C9 inhibition	+	0.7762	77.62%
CYP2C19 inhibition	+	0.6038	60.38%
CYP2D6 inhibition	-	0.8860	88.60%
CYP1A2 inhibition	-	0.5577	55.77%
CYP2C8 inhibition	+	0.8316	83.16%
CYP inhibitory promiscuity	+	0.7851	78.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6616	66.16%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8905	89.05%
Skin irritation	-	0.7290	72.90%
Skin corrosion	-	0.9302	93.02%
Ames mutagenesis	-	0.5137	51.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8579	85.79%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.5073	50.73%
skin sensitisation	-	0.7800	78.00%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.3852	38.52%
Estrogen receptor binding	+	0.7981	79.81%
Androgen receptor binding	+	0.7706	77.06%
Thyroid receptor binding	+	0.6000	60.00%
Glucocorticoid receptor binding	+	0.7511	75.11%
Aromatase binding	+	0.6525	65.25%
PPAR gamma	+	0.7520	75.20%
Honey bee toxicity	-	0.6449	64.49%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.76%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.50%	98.95%
CHEMBL3038469	P24941	CDK2/Cyclin A	97.15%	91.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.45%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.46%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.00%	96.21%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.88%	95.17%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.96%	93.40%
CHEMBL3401	O75469	Pregnane X receptor	91.62%	94.73%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	91.60%	90.93%
CHEMBL1951	P21397	Monoamine oxidase A	90.96%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.86%	100.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	90.77%	85.30%
CHEMBL1937	Q92769	Histone deacetylase 2	90.27%	94.75%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	89.94%	96.90%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.55%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.80%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.08%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.99%	97.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.56%	93.10%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.55%	86.33%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.32%	82.38%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.28%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.66%	99.15%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.17%	97.28%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.95%	94.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.68%	85.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.97%	89.62%
CHEMBL1929	P47989	Xanthine dehydrogenase	80.95%	96.12%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.20%	92.94%

Plants that contains it

• Morus alba

Cross-Links

• PubChem: 102090249
• NPASS: NPC102328