7H-Furo(3,2-g)(1)benzopyran-7-one, 6-(1,1-dimethyl-2,3-dihydro-2-propenyl)-2-(1-hydroxy-1-methylethyl)-, (+-)-

Details

• Internal ID: af3c236b-2589-4ad1-9b55-16b2e188ed09
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 2-(2-hydroxypropan-2-yl)-6-(2-methylbut-3-en-2-yl)furo[3,2-g]chromen-7-one
• SMILES (Canonical): CC(C)(C=C)C1=CC2=CC3=C(C=C2OC1=O)OC(=C3)C(C)(C)O
• SMILES (Isomeric): CC(C)(C=C)C1=CC2=CC3=C(C=C2OC1=O)OC(=C3)C(C)(C)O
• InChI: InChI=1S/C19H20O4/c1-6-18(2,3)13-8-11-7-12-9-16(19(4,5)21)22-14(12)10-15(11)23-17(13)20/h6-10,21H,1H2,2-5H3
• InChI Key: KSNPKTGFQPLZJN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₄
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.13615911 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.23
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9831	98.31%
Caco-2	+	0.5675	56.75%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7316	73.16%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.9038	90.38%
OATP1B3 inhibitior	+	0.9272	92.72%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5775	57.75%
P-glycoprotein inhibitior	-	0.5303	53.03%
P-glycoprotein substrate	-	0.8294	82.94%
CYP3A4 substrate	-	0.5189	51.89%
CYP2C9 substrate	-	0.8246	82.46%
CYP2D6 substrate	-	0.8664	86.64%
CYP3A4 inhibition	+	0.6583	65.83%
CYP2C9 inhibition	-	0.6720	67.20%
CYP2C19 inhibition	-	0.5485	54.85%
CYP2D6 inhibition	-	0.8550	85.50%
CYP1A2 inhibition	-	0.5126	51.26%
CYP2C8 inhibition	-	0.8999	89.99%
CYP inhibitory promiscuity	-	0.6145	61.45%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4866	48.66%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.6010	60.10%
Skin irritation	-	0.6574	65.74%
Skin corrosion	-	0.9211	92.11%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6686	66.86%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.5053	50.53%
skin sensitisation	-	0.6389	63.89%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.6843	68.43%
Acute Oral Toxicity (c)	II	0.4362	43.62%
Estrogen receptor binding	+	0.8766	87.66%
Androgen receptor binding	+	0.6247	62.47%
Thyroid receptor binding	+	0.7972	79.72%
Glucocorticoid receptor binding	+	0.7388	73.88%
Aromatase binding	+	0.8712	87.12%
PPAR gamma	+	0.7674	76.74%
Honey bee toxicity	-	0.9061	90.61%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9942	99.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.00%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	94.94%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.28%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.80%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.33%	89.34%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.15%	83.57%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.77%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.54%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.61%	85.14%
CHEMBL4530	P00488	Coagulation factor XIII	80.09%	96.00%

Plants that contains it

• Crocus sativus
• Ruta graveolens

Cross-Links

• PubChem: 446619
• NPASS: NPC276207