Methyl 4,7-dihydroxy-9-methyl-6-oxo-2,3,4,5-tetrahydrothiepino[2,3-b]chromene-5-carboxylate

Details

• Internal ID: 4ec476e5-46d9-4321-a83d-7a0dfafb0001
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: methyl 4,7-dihydroxy-9-methyl-6-oxo-2,3,4,5-tetrahydrothiepino[2,3-b]chromene-5-carboxylate
• SMILES (Canonical): CC1=CC(=C2C(=C1)OC3=C(C2=O)C(C(CCS3)O)C(=O)OC)O
• SMILES (Isomeric): CC1=CC(=C2C(=C1)OC3=C(C2=O)C(C(CCS3)O)C(=O)OC)O
• InChI: InChI=1S/C16H16O6S/c1-7-5-9(18)11-10(6-7)22-16-13(14(11)19)12(15(20)21-2)8(17)3-4-23-16/h5-6,8,12,17-18H,3-4H2,1-2H3
• InChI Key: MPHQSGJZCKVHOE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₆S
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.06675940 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.92
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9208	92.08%
Caco-2	+	0.5616	56.16%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7654	76.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9052	90.52%
OATP1B3 inhibitior	+	0.8968	89.68%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5911	59.11%
P-glycoprotein inhibitior	-	0.6366	63.66%
P-glycoprotein substrate	-	0.6411	64.11%
CYP3A4 substrate	+	0.6555	65.55%
CYP2C9 substrate	+	0.8224	82.24%
CYP2D6 substrate	-	0.8475	84.75%
CYP3A4 inhibition	-	0.8459	84.59%
CYP2C9 inhibition	-	0.8539	85.39%
CYP2C19 inhibition	-	0.6952	69.52%
CYP2D6 inhibition	-	0.8615	86.15%
CYP1A2 inhibition	-	0.5116	51.16%
CYP2C8 inhibition	-	0.6495	64.95%
CYP inhibitory promiscuity	-	0.9269	92.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6674	66.74%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.7207	72.07%
Skin irritation	-	0.8097	80.97%
Skin corrosion	-	0.9376	93.76%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6781	67.81%
Micronuclear	+	0.5159	51.59%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8731	87.31%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5519	55.19%
Acute Oral Toxicity (c)	III	0.5135	51.35%
Estrogen receptor binding	+	0.7274	72.74%
Androgen receptor binding	+	0.7560	75.60%
Thyroid receptor binding	-	0.6571	65.71%
Glucocorticoid receptor binding	+	0.8342	83.42%
Aromatase binding	-	0.6120	61.20%
PPAR gamma	+	0.7325	73.25%
Honey bee toxicity	-	0.8663	86.63%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9228	92.28%

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	99.28%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.33%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.99%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.51%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	91.76%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.64%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	87.23%	91.49%
CHEMBL2581	P07339	Cathepsin D	86.81%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.68%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.99%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.59%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162887031
• LOTUS: LTS0035568
• wikiData: Q104171944