(2S,4R)-4,5,10-trihydroxy-8-methoxy-2-(2-oxopropyl)-3,4-dihydro-2H-benzo[g]chromene-6,9-dione

Details

• Internal ID: f3b73572-e7dd-45a8-a05f-0c83b0ee26e6
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: (2S,4R)-4,5,10-trihydroxy-8-methoxy-2-(2-oxopropyl)-3,4-dihydro-2H-benzo[g]chromene-6,9-dione
• InChI: InChI=1S/C17H16O8/c1-6(18)3-7-4-8(19)12-15(22)11-9(20)5-10(24-2)14(21)13(11)16(23)17(12)25-7/h5,7-8,19,22-23H,3-4H2,1-2H3/t7-,8-/m1/s1
• InChI Key: XCCPWOLOVUKRKJ-HTQZYQBOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₈
• Molecular Weight: 348.30 g/mol
• Exact Mass: 348.08451746 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.17
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9007	90.07%
Caco-2	-	0.5771	57.71%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4376	43.76%
OATP2B1 inhibitior	-	0.7144	71.44%
OATP1B1 inhibitior	+	0.8576	85.76%
OATP1B3 inhibitior	+	0.9661	96.61%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7071	70.71%
P-glycoprotein inhibitior	-	0.8141	81.41%
P-glycoprotein substrate	-	0.6240	62.40%
CYP3A4 substrate	+	0.5767	57.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8023	80.23%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.5363	53.63%
CYP2C19 inhibition	-	0.5798	57.98%
CYP2D6 inhibition	-	0.5403	54.03%
CYP1A2 inhibition	+	0.6105	61.05%
CYP2C8 inhibition	-	0.6030	60.30%
CYP inhibitory promiscuity	+	0.6275	62.75%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6066	60.66%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.6607	66.07%
Skin irritation	-	0.7316	73.16%
Skin corrosion	-	0.9332	93.32%
Ames mutagenesis	+	0.6072	60.72%
Human Ether-a-go-go-Related Gene inhibition	-	0.4799	47.99%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.5771	57.71%
skin sensitisation	-	0.7669	76.69%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5512	55.12%
Acute Oral Toxicity (c)	I	0.4081	40.81%
Estrogen receptor binding	+	0.6648	66.48%
Androgen receptor binding	+	0.6477	64.77%
Thyroid receptor binding	-	0.7150	71.50%
Glucocorticoid receptor binding	+	0.8125	81.25%
Aromatase binding	-	0.6136	61.36%
PPAR gamma	+	0.6597	65.97%
Honey bee toxicity	-	0.7883	78.83%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8967	89.67%

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	97.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.05%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.43%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.26%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.32%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.79%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.32%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.70%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.84%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.37%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.97%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.82%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.64%	94.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.43%	97.28%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 124356346
• LOTUS: LTS0166279
• wikiData: Q105324881