(3S)-3-(2-hydroxypropan-2-yl)-2,3-dihydrofuro[3,2-g]chromen-7-one

Details

• Internal ID: 6224ce05-0046-407f-ab45-87d978f9c01e
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: (3S)-3-(2-hydroxypropan-2-yl)-2,3-dihydrofuro[3,2-g]chromen-7-one
• SMILES (Canonical): CC(C)(C1COC2=C1C=C3C=CC(=O)OC3=C2)O
• SMILES (Isomeric): CC(C)([C@@H]1COC2=C1C=C3C=CC(=O)OC3=C2)O
• InChI: InChI=1S/C14H14O4/c1-14(2,16)10-7-17-12-6-11-8(5-9(10)12)3-4-13(15)18-11/h3-6,10,16H,7H2,1-2H3/t10-/m1/s1
• InChI Key: YGWFATZZDWWLRC-SNVBAGLBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₄
• Molecular Weight: 246.26 g/mol
• Exact Mass: 246.08920892 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.04
• 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	+	0.9928	99.28%
Caco-2	+	0.6407	64.07%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7948	79.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9175	91.75%
OATP1B3 inhibitior	+	0.9324	93.24%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8118	81.18%
P-glycoprotein inhibitior	-	0.9209	92.09%
P-glycoprotein substrate	-	0.7258	72.58%
CYP3A4 substrate	-	0.5440	54.40%
CYP2C9 substrate	-	0.6628	66.28%
CYP2D6 substrate	-	0.8368	83.68%
CYP3A4 inhibition	-	0.7098	70.98%
CYP2C9 inhibition	+	0.5947	59.47%
CYP2C19 inhibition	-	0.5200	52.00%
CYP2D6 inhibition	-	0.8088	80.88%
CYP1A2 inhibition	+	0.5451	54.51%
CYP2C8 inhibition	-	0.7725	77.25%
CYP inhibitory promiscuity	-	0.8248	82.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6098	60.98%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.8213	82.13%
Skin irritation	-	0.7477	74.77%
Skin corrosion	-	0.9524	95.24%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6610	66.10%
Micronuclear	+	0.5574	55.74%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.7892	78.92%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8092	80.92%
Acute Oral Toxicity (c)	III	0.5604	56.04%
Estrogen receptor binding	+	0.6925	69.25%
Androgen receptor binding	+	0.6742	67.42%
Thyroid receptor binding	+	0.5690	56.90%
Glucocorticoid receptor binding	-	0.5670	56.70%
Aromatase binding	+	0.6494	64.94%
PPAR gamma	+	0.6949	69.49%
Honey bee toxicity	-	0.9219	92.19%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9770	97.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.51%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.26%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.24%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	88.49%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.70%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.49%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.55%	89.00%
CHEMBL220	P22303	Acetylcholinesterase	82.03%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.73%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.52%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.06%	95.56%

Plants that contains it

• Angelica decursiva

Cross-Links

• PubChem: 97464456
• LOTUS: LTS0132870
• wikiData: Q105348284