(2S)-5-hydroxy-2-(hydroxymethyl)-2,8-dimethylpyrano[3,2-g]chromen-6-one

Details

• Internal ID: ff049861-fec2-459b-8e64-53feaa65a22c
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Pyranochromenes
• IUPAC Name: (2S)-5-hydroxy-2-(hydroxymethyl)-2,8-dimethylpyrano[3,2-g]chromen-6-one
• InChI: InChI=1S/C15H14O5/c1-8-5-10(17)13-12(19-8)6-11-9(14(13)18)3-4-15(2,7-16)20-11/h3-6,16,18H,7H2,1-2H3/t15-/m0/s1
• InChI Key: RJWLVRCFJXVSIV-HNNXBMFYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₅
• Molecular Weight: 274.27 g/mol
• Exact Mass: 274.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 5
• 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	+	0.9704	97.04%
Caco-2	+	0.7303	73.03%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7300	73.00%
OATP2B1 inhibitior	-	0.7181	71.81%
OATP1B1 inhibitior	+	0.8886	88.86%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.4743	47.43%
P-glycoprotein inhibitior	-	0.8505	85.05%
P-glycoprotein substrate	-	0.7976	79.76%
CYP3A4 substrate	+	0.5769	57.69%
CYP2C9 substrate	-	0.6146	61.46%
CYP2D6 substrate	-	0.8377	83.77%
CYP3A4 inhibition	-	0.6410	64.10%
CYP2C9 inhibition	-	0.7655	76.55%
CYP2C19 inhibition	-	0.6581	65.81%
CYP2D6 inhibition	-	0.8305	83.05%
CYP1A2 inhibition	+	0.5255	52.55%
CYP2C8 inhibition	-	0.7330	73.30%
CYP inhibitory promiscuity	-	0.5814	58.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6178	61.78%
Eye corrosion	-	0.9889	98.89%
Eye irritation	+	0.8277	82.77%
Skin irritation	-	0.7980	79.80%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7240	72.40%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.6966	69.66%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8103	81.03%
Acute Oral Toxicity (c)	III	0.5452	54.52%
Estrogen receptor binding	+	0.8712	87.12%
Androgen receptor binding	+	0.7193	71.93%
Thyroid receptor binding	+	0.6111	61.11%
Glucocorticoid receptor binding	+	0.8928	89.28%
Aromatase binding	+	0.8319	83.19%
PPAR gamma	+	0.8475	84.75%
Honey bee toxicity	-	0.9101	91.01%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.8510	85.10%

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	98.69%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	95.48%	94.73%
CHEMBL230	P35354	Cyclooxygenase-2	95.26%	89.63%
CHEMBL2581	P07339	Cathepsin D	94.15%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.31%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.97%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.23%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.98%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.40%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.34%	89.34%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.88%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.83%	90.71%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.61%	85.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.69%	94.80%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.20%	86.92%

Plants that contains it

• Ficus formosana

Cross-Links

• PubChem: 162959421
• LOTUS: LTS0249842
• wikiData: Q105238089