3,8-dihydroxy-10-methoxy-9-(3-methylbut-1-enyl)-6-(2-methylprop-1-enyl)-6H-chromeno[4,3-b]chromen-7-one

Details

• Internal ID: 3eaddebf-687e-4148-8baa-f6517c204983
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
• IUPAC Name: 3,8-dihydroxy-10-methoxy-9-(3-methylbut-1-enyl)-6-(2-methylprop-1-enyl)-6H-chromeno[4,3-b]chromen-7-one
• SMILES (Canonical): CC(C)C=CC1=C(C=C2C(=C1O)C(=O)C3=C(O2)C4=C(C=C(C=C4)O)OC3C=C(C)C)OC
• SMILES (Isomeric): CC(C)C=CC1=C(C=C2C(=C1O)C(=O)C3=C(O2)C4=C(C=C(C=C4)O)OC3C=C(C)C)OC
• InChI: InChI=1S/C26H26O6/c1-13(2)6-8-16-18(30-5)12-21-22(24(16)28)25(29)23-20(10-14(3)4)31-19-11-15(27)7-9-17(19)26(23)32-21/h6-13,20,27-28H,1-5H3
• InChI Key: FWIXOUMETCCFPO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₆O₆
• Molecular Weight: 434.50 g/mol
• Exact Mass: 434.17293854 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.95
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	-	0.5143	51.43%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8055	80.55%
OATP2B1 inhibitior	-	0.7166	71.66%
OATP1B1 inhibitior	+	0.8271	82.71%
OATP1B3 inhibitior	+	0.9604	96.04%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8987	89.87%
P-glycoprotein inhibitior	+	0.9105	91.05%
P-glycoprotein substrate	+	0.6497	64.97%
CYP3A4 substrate	+	0.6578	65.78%
CYP2C9 substrate	-	0.6012	60.12%
CYP2D6 substrate	-	0.8383	83.83%
CYP3A4 inhibition	+	0.5246	52.46%
CYP2C9 inhibition	+	0.7072	70.72%
CYP2C19 inhibition	+	0.9359	93.59%
CYP2D6 inhibition	-	0.6086	60.86%
CYP1A2 inhibition	+	0.8195	81.95%
CYP2C8 inhibition	+	0.6411	64.11%
CYP inhibitory promiscuity	+	0.8985	89.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Danger	0.4650	46.50%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.6272	62.72%
Skin irritation	-	0.7427	74.27%
Skin corrosion	-	0.9779	97.79%
Ames mutagenesis	+	0.5763	57.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.5503	55.03%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.6572	65.72%
skin sensitisation	-	0.8181	81.81%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7580	75.80%
Acute Oral Toxicity (c)	III	0.6527	65.27%
Estrogen receptor binding	+	0.8695	86.95%
Androgen receptor binding	+	0.8354	83.54%
Thyroid receptor binding	+	0.6652	66.52%
Glucocorticoid receptor binding	+	0.8838	88.38%
Aromatase binding	+	0.5904	59.04%
PPAR gamma	+	0.7939	79.39%
Honey bee toxicity	-	0.5417	54.17%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9764	97.64%

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	97.88%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.33%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.73%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.81%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.27%	94.00%
CHEMBL3194	P02766	Transthyretin	90.33%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.80%	96.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.70%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	88.56%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.94%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.56%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	86.75%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.43%	85.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.45%	89.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.37%	99.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.68%	97.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.04%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.65%	89.62%
CHEMBL2535	P11166	Glucose transporter	82.91%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.84%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.78%	95.89%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.75%	93.10%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.94%	94.42%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.60%	94.45%

Plants that contains it

• Artocarpus altilis
• Artocarpus gomezianus

Cross-Links

• PubChem: 5358261
• LOTUS: LTS0271195
• wikiData: Q105003307