(2S,3S)-2-(2-hydroxypropan-2-yl)-3-methoxy-9-methyl-2,3-dihydrofuro[3,2-c]chromen-4-one

Details

• Internal ID: 84995483-bcf4-4a9b-8719-02a9c2fbd6d2
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: (2S,3S)-2-(2-hydroxypropan-2-yl)-3-methoxy-9-methyl-2,3-dihydrofuro[3,2-c]chromen-4-one
• InChI: InChI=1S/C16H18O5/c1-8-6-5-7-9-10(8)12-11(15(17)20-9)13(19-4)14(21-12)16(2,3)18/h5-7,13-14,18H,1-4H3/t13-,14-/m0/s1
• InChI Key: GWNJFANBBUWSMW-KBPBESRZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₅
• Molecular Weight: 290.31 g/mol
• Exact Mass: 290.11542367 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.32
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9718	97.18%
Caco-2	+	0.6207	62.07%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7454	74.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9235	92.35%
OATP1B3 inhibitior	+	0.9290	92.90%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8928	89.28%
P-glycoprotein inhibitior	-	0.6249	62.49%
P-glycoprotein substrate	-	0.8070	80.70%
CYP3A4 substrate	+	0.5614	56.14%
CYP2C9 substrate	-	0.6562	65.62%
CYP2D6 substrate	-	0.8456	84.56%
CYP3A4 inhibition	+	0.6368	63.68%
CYP2C9 inhibition	-	0.7986	79.86%
CYP2C19 inhibition	+	0.5480	54.80%
CYP2D6 inhibition	-	0.6889	68.89%
CYP1A2 inhibition	-	0.5276	52.76%
CYP2C8 inhibition	-	0.7486	74.86%
CYP inhibitory promiscuity	-	0.6157	61.57%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4652	46.52%
Eye corrosion	-	0.9867	98.67%
Eye irritation	+	0.5369	53.69%
Skin irritation	-	0.7763	77.63%
Skin corrosion	-	0.9670	96.70%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5415	54.15%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8539	85.39%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6264	62.64%
Acute Oral Toxicity (c)	II	0.4407	44.07%
Estrogen receptor binding	+	0.8623	86.23%
Androgen receptor binding	+	0.5616	56.16%
Thyroid receptor binding	+	0.5303	53.03%
Glucocorticoid receptor binding	+	0.6079	60.79%
Aromatase binding	+	0.6476	64.76%
PPAR gamma	+	0.8037	80.37%
Honey bee toxicity	-	0.8296	82.96%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9508	95.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.88%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	94.27%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	93.89%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.60%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.27%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.11%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.65%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.06%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.20%	89.00%
CHEMBL1907	P15144	Aminopeptidase N	85.74%	93.31%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.72%	90.93%

Plants that contains it

• Oreoseris gossypina

Cross-Links

• PubChem: 162907872
• LOTUS: LTS0065819
• wikiData: Q105022565