5-Hydroxy-8-prop-1-en-2-yl-8,9-dihydrofuro[2,3-h]chromen-2-one

Details

• Internal ID: 893e1f1a-2bf2-4763-97f0-3b85071899ad
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: 5-hydroxy-8-prop-1-en-2-yl-8,9-dihydrofuro[2,3-h]chromen-2-one
• SMILES (Canonical): CC(=C)C1CC2=C(O1)C=C(C3=C2OC(=O)C=C3)O
• SMILES (Isomeric): CC(=C)C1CC2=C(O1)C=C(C3=C2OC(=O)C=C3)O
• InChI: InChI=1S/C14H12O4/c1-7(2)11-5-9-12(17-11)6-10(15)8-3-4-13(16)18-14(8)9/h3-4,6,11,15H,1,5H2,2H3
• InChI Key: ZKVAWHGWTAJAEK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₄
• Molecular Weight: 244.24 g/mol
• Exact Mass: 244.07355886 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.38
• 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	+	0.9964	99.64%
Caco-2	-	0.6340	63.40%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6982	69.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9370	93.70%
OATP1B3 inhibitior	+	0.9592	95.92%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7480	74.80%
P-glycoprotein inhibitior	-	0.8473	84.73%
P-glycoprotein substrate	-	0.7500	75.00%
CYP3A4 substrate	-	0.5113	51.13%
CYP2C9 substrate	-	0.6172	61.72%
CYP2D6 substrate	-	0.8048	80.48%
CYP3A4 inhibition	+	0.5975	59.75%
CYP2C9 inhibition	+	0.5970	59.70%
CYP2C19 inhibition	+	0.6970	69.70%
CYP2D6 inhibition	-	0.8152	81.52%
CYP1A2 inhibition	+	0.7773	77.73%
CYP2C8 inhibition	-	0.8482	84.82%
CYP inhibitory promiscuity	+	0.5223	52.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4345	43.45%
Eye corrosion	-	0.9803	98.03%
Eye irritation	-	0.5959	59.59%
Skin irritation	-	0.6002	60.02%
Skin corrosion	-	0.9455	94.55%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7523	75.23%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	+	0.5783	57.83%
skin sensitisation	-	0.5881	58.81%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7290	72.90%
Acute Oral Toxicity (c)	II	0.4805	48.05%
Estrogen receptor binding	+	0.6135	61.35%
Androgen receptor binding	+	0.6487	64.87%
Thyroid receptor binding	+	0.5332	53.32%
Glucocorticoid receptor binding	+	0.5626	56.26%
Aromatase binding	+	0.7492	74.92%
PPAR gamma	+	0.7684	76.84%
Honey bee toxicity	-	0.8085	80.85%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9902	99.02%

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	98.93%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.17%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.89%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.31%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.57%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.12%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.88%	94.80%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.47%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.95%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.88%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.73%	93.40%
CHEMBL217	P14416	Dopamine D2 receptor	80.65%	95.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.09%	90.71%

Plants that contains it

• Pilocarpus grandiflorus

Cross-Links

• PubChem: 74990343
• LOTUS: LTS0265892
• wikiData: Q104202501