(2S,3S)-3-hydroxy-8,8-dimethyl-2-phenyl-2,3-dihydropyrano[2,3-f]chromen-4-one

Details

• Internal ID: 5bbbd5cc-6eca-48d4-95b2-234585d5cc95
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
• IUPAC Name: (2S,3S)-3-hydroxy-8,8-dimethyl-2-phenyl-2,3-dihydropyrano[2,3-f]chromen-4-one
• InChI: InChI=1S/C20H18O4/c1-20(2)11-10-13-15(24-20)9-8-14-16(21)17(22)18(23-19(13)14)12-6-4-3-5-7-12/h3-11,17-18,22H,1-2H3/t17-,18+/m1/s1
• InChI Key: FEGOOVJBHMWELY-MSOLQXFVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₄
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.12050905 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	+	0.8443	84.43%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8219	82.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8490	84.90%
OATP1B3 inhibitior	+	0.9814	98.14%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.8136	81.36%
P-glycoprotein inhibitior	+	0.6138	61.38%
P-glycoprotein substrate	-	0.8318	83.18%
CYP3A4 substrate	+	0.5688	56.88%
CYP2C9 substrate	-	0.6029	60.29%
CYP2D6 substrate	-	0.7722	77.22%
CYP3A4 inhibition	+	0.7272	72.72%
CYP2C9 inhibition	+	0.6930	69.30%
CYP2C19 inhibition	+	0.7034	70.34%
CYP2D6 inhibition	-	0.8710	87.10%
CYP1A2 inhibition	-	0.6448	64.48%
CYP2C8 inhibition	-	0.7082	70.82%
CYP inhibitory promiscuity	+	0.5846	58.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5026	50.26%
Eye corrosion	-	0.9900	99.00%
Eye irritation	+	0.5322	53.22%
Skin irritation	-	0.6587	65.87%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4052	40.52%
Micronuclear	+	0.7159	71.59%
Hepatotoxicity	+	0.5426	54.26%
skin sensitisation	-	0.7593	75.93%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.7865	78.65%
Acute Oral Toxicity (c)	III	0.6169	61.69%
Estrogen receptor binding	+	0.7967	79.67%
Androgen receptor binding	+	0.6634	66.34%
Thyroid receptor binding	+	0.7302	73.02%
Glucocorticoid receptor binding	+	0.7594	75.94%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7426	74.26%
Honey bee toxicity	-	0.8687	86.87%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9759	97.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.42%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.73%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.47%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.47%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.66%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.61%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.11%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.12%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	85.82%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.28%	86.33%

Plants that contains it

• Lonchocarpus eriocarinalis

Cross-Links

• PubChem: 162875871
• LOTUS: LTS0171669
• wikiData: Q104993958