4-hydroxy-3,10,11-trimethoxy-6a,12a-dihydro-5H-isochromeno[4,3-b]chromen-7-one

Details

• Internal ID: f3dc64cf-4cb3-4502-96b0-4236a4b85325
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
• IUPAC Name: 4-hydroxy-3,10,11-trimethoxy-6a,12a-dihydro-5H-isochromeno[4,3-b]chromen-7-one
• SMILES (Canonical): COC1=C(C2=C(C=C1)C3C(C(=O)C4=C(O3)C(=C(C=C4)OC)OC)OC2)O
• SMILES (Isomeric): COC1=C(C2=C(C=C1)C3C(C(=O)C4=C(O3)C(=C(C=C4)OC)OC)OC2)O
• InChI: InChI=1S/C19H18O7/c1-22-12-6-4-9-11(14(12)20)8-25-19-15(21)10-5-7-13(23-2)18(24-3)17(10)26-16(9)19/h4-7,16,19-20H,8H2,1-3H3
• InChI Key: NPLRFSWZYOARFO-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₇
• Molecular Weight: 358.30 g/mol
• Exact Mass: 358.10525291 g/mol
• Topological Polar Surface Area (TPSA): 83.40 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9749	97.49%
Caco-2	+	0.8636	86.36%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7522	75.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9224	92.24%
OATP1B3 inhibitior	+	0.9605	96.05%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6515	65.15%
P-glycoprotein inhibitior	+	0.6275	62.75%
P-glycoprotein substrate	-	0.7074	70.74%
CYP3A4 substrate	+	0.6389	63.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7429	74.29%
CYP3A4 inhibition	-	0.5416	54.16%
CYP2C9 inhibition	-	0.8881	88.81%
CYP2C19 inhibition	+	0.5398	53.98%
CYP2D6 inhibition	-	0.8683	86.83%
CYP1A2 inhibition	+	0.7401	74.01%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.6895	68.95%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6806	68.06%
Eye corrosion	-	0.9794	97.94%
Eye irritation	-	0.6532	65.32%
Skin irritation	-	0.7632	76.32%
Skin corrosion	-	0.9818	98.18%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6258	62.58%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.5927	59.27%
skin sensitisation	-	0.8812	88.12%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.5633	56.33%
Acute Oral Toxicity (c)	III	0.5215	52.15%
Estrogen receptor binding	+	0.8545	85.45%
Androgen receptor binding	+	0.5752	57.52%
Thyroid receptor binding	+	0.6763	67.63%
Glucocorticoid receptor binding	+	0.8023	80.23%
Aromatase binding	-	0.7090	70.90%
PPAR gamma	+	0.7194	71.94%
Honey bee toxicity	-	0.8241	82.41%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5051	50.51%
Fish aquatic toxicity	+	0.8180	81.80%

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	94.34%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.73%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.84%	96.09%
CHEMBL2535	P11166	Glucose transporter	92.16%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.53%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.02%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.73%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.38%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	86.06%	91.49%
CHEMBL1907	P15144	Aminopeptidase N	85.06%	93.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.04%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.53%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.23%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.29%	97.09%

Plants that contains it

• Mimosa diplotricha

Cross-Links

• PubChem: 57397368
• LOTUS: LTS0044778
• wikiData: Q105183124