3,5-Dihydroxy-2-[3-hydroxy-4-(2-hydroxy-3-methylbut-3-enyl)phenyl]-8,8-dimethyl-6-(3-methylbut-2-enyl)-9,10-dihydropyrano[2,3-h]chromen-4-one

Details

• Internal ID: 325d28a0-fce9-445c-9952-04367c809062
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 8-prenylated flavones
• IUPAC Name: 3,5-dihydroxy-2-[3-hydroxy-4-(2-hydroxy-3-methylbut-3-enyl)phenyl]-8,8-dimethyl-6-(3-methylbut-2-enyl)-9,10-dihydropyrano[2,3-h]chromen-4-one
• SMILES (Canonical): CC(=CCC1=C2C(=C3C(=C1O)C(=O)C(=C(O3)C4=CC(=C(C=C4)CC(C(=C)C)O)O)O)CCC(O2)(C)C)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C3C(=C1O)C(=O)C(=C(O3)C4=CC(=C(C=C4)CC(C(=C)C)O)O)O)CCC(O2)(C)C)C
• InChI: InChI=1S/C30H34O7/c1-15(2)7-10-19-24(33)23-25(34)26(35)27(36-29(23)20-11-12-30(5,6)37-28(19)20)18-9-8-17(22(32)14-18)13-21(31)16(3)4/h7-9,14,21,31-33,35H,3,10-13H2,1-2,4-6H3
• InChI Key: LGOMXMSCNFANHV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₄O₇
• Molecular Weight: 506.60 g/mol
• Exact Mass: 506.23045342 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 5.67
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	-	0.7904	79.04%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7543	75.43%
OATP2B1 inhibitior	-	0.5654	56.54%
OATP1B1 inhibitior	+	0.8935	89.35%
OATP1B3 inhibitior	+	0.8749	87.49%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9008	90.08%
P-glycoprotein inhibitior	+	0.7136	71.36%
P-glycoprotein substrate	+	0.5182	51.82%
CYP3A4 substrate	+	0.6724	67.24%
CYP2C9 substrate	-	0.5948	59.48%
CYP2D6 substrate	-	0.7986	79.86%
CYP3A4 inhibition	-	0.6885	68.85%
CYP2C9 inhibition	-	0.6085	60.85%
CYP2C19 inhibition	-	0.5575	55.75%
CYP2D6 inhibition	-	0.8929	89.29%
CYP1A2 inhibition	-	0.7414	74.14%
CYP2C8 inhibition	+	0.7285	72.85%
CYP inhibitory promiscuity	-	0.7102	71.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6773	67.73%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.8229	82.29%
Skin irritation	-	0.7195	71.95%
Skin corrosion	-	0.9235	92.35%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8245	82.45%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5101	51.01%
skin sensitisation	-	0.7507	75.07%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8099	80.99%
Acute Oral Toxicity (c)	III	0.4096	40.96%
Estrogen receptor binding	+	0.8518	85.18%
Androgen receptor binding	+	0.7534	75.34%
Thyroid receptor binding	+	0.6922	69.22%
Glucocorticoid receptor binding	+	0.8304	83.04%
Aromatase binding	+	0.8028	80.28%
PPAR gamma	+	0.7948	79.48%
Honey bee toxicity	-	0.6565	65.65%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9946	99.46%

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	99.92%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.04%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.71%	94.45%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	98.50%	85.30%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.04%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.94%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	93.06%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	92.97%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.87%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	90.38%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.28%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.15%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.85%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.73%	96.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.14%	91.71%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.78%	100.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	83.24%	92.68%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.98%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.56%	99.15%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.06%	95.64%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.69%	96.95%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.14%	91.38%

Plants that contains it

• Dorstenia psilurus

Cross-Links

• PubChem: 74399253
• LOTUS: LTS0141514
• wikiData: Q105151489