(1R,3S)-1,7,8-trihydroxy-3-methyl-3,4-dihydro-1H-pyrano[4,3-b]chromen-10-one

Details

• Internal ID: 8f924f01-18a4-470d-b5fa-60db7bca7781
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: (1R,3S)-1,7,8-trihydroxy-3-methyl-3,4-dihydro-1H-pyrano[4,3-b]chromen-10-one
• SMILES (Canonical): CC1CC2=C(C(O1)O)C(=O)C3=CC(=C(C=C3O2)O)O
• SMILES (Isomeric): C[C@H]1CC2=C([C@@H](O1)O)C(=O)C3=CC(=C(C=C3O2)O)O
• InChI: InChI=1S/C13H12O6/c1-5-2-10-11(13(17)18-5)12(16)6-3-7(14)8(15)4-9(6)19-10/h3-5,13-15,17H,2H2,1H3/t5-,13+/m0/s1
• InChI Key: QTECNKQTZQWEGC-VPROBKIXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₆
• Molecular Weight: 264.23 g/mol
• Exact Mass: 264.06338810 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.16
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8116	81.16%
Caco-2	+	0.5452	54.52%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7184	71.84%
OATP2B1 inhibitior	-	0.7173	71.73%
OATP1B1 inhibitior	+	0.9230	92.30%
OATP1B3 inhibitior	+	0.9839	98.39%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9043	90.43%
P-glycoprotein inhibitior	-	0.8879	88.79%
P-glycoprotein substrate	-	0.7967	79.67%
CYP3A4 substrate	-	0.5149	51.49%
CYP2C9 substrate	-	0.6171	61.71%
CYP2D6 substrate	-	0.8370	83.70%
CYP3A4 inhibition	-	0.9189	91.89%
CYP2C9 inhibition	-	0.7778	77.78%
CYP2C19 inhibition	-	0.8596	85.96%
CYP2D6 inhibition	-	0.8655	86.55%
CYP1A2 inhibition	+	0.6929	69.29%
CYP2C8 inhibition	-	0.9307	93.07%
CYP inhibitory promiscuity	-	0.9226	92.26%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5581	55.81%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.5570	55.70%
Skin irritation	-	0.5945	59.45%
Skin corrosion	-	0.9272	92.72%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8185	81.85%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.6342	63.42%
skin sensitisation	-	0.8248	82.48%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7505	75.05%
Acute Oral Toxicity (c)	III	0.3355	33.55%
Estrogen receptor binding	+	0.7488	74.88%
Androgen receptor binding	+	0.6438	64.38%
Thyroid receptor binding	-	0.5519	55.19%
Glucocorticoid receptor binding	+	0.8257	82.57%
Aromatase binding	+	0.6477	64.77%
PPAR gamma	-	0.4892	48.92%
Honey bee toxicity	-	0.8516	85.16%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9411	94.11%

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	99.25%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.81%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.26%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.81%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.22%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	85.54%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.71%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.23%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.50%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.03%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 86579148
• LOTUS: LTS0223692
• wikiData: Q77514005