9-Hydroxy-2-propan-2-ylfuro[3,2-g]chromen-7-one

Details

• Internal ID: 8ca30784-988c-4915-ad9f-350f207ca695
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens > 8-hydroxypsoralens
• IUPAC Name: 9-hydroxy-2-propan-2-ylfuro[3,2-g]chromen-7-one
• SMILES (Canonical): CC(C)C1=CC2=C(O1)C(=C3C(=C2)C=CC(=O)O3)O
• SMILES (Isomeric): CC(C)C1=CC2=C(O1)C(=C3C(=C2)C=CC(=O)O3)O
• InChI: InChI=1S/C14H12O4/c1-7(2)10-6-9-5-8-3-4-11(15)18-13(8)12(16)14(9)17-10/h3-7,16H,1-2H3
• InChI Key: XNTDAWMVRIOYHS-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): 59.70 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.37
• 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	+	0.9816	98.16%
Caco-2	+	0.7930	79.30%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7472	74.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9016	90.16%
OATP1B3 inhibitior	-	0.3424	34.24%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8158	81.58%
P-glycoprotein inhibitior	-	0.7612	76.12%
P-glycoprotein substrate	-	0.9413	94.13%
CYP3A4 substrate	-	0.6801	68.01%
CYP2C9 substrate	-	0.6079	60.79%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	+	0.5165	51.65%
CYP2C9 inhibition	-	0.6844	68.44%
CYP2C19 inhibition	-	0.6948	69.48%
CYP2D6 inhibition	-	0.5888	58.88%
CYP1A2 inhibition	+	0.6479	64.79%
CYP2C8 inhibition	-	0.9164	91.64%
CYP inhibitory promiscuity	-	0.7460	74.60%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4207	42.07%
Eye corrosion	-	0.9763	97.63%
Eye irritation	-	0.8135	81.35%
Skin irritation	-	0.6000	60.00%
Skin corrosion	-	0.9722	97.22%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6182	61.82%
skin sensitisation	-	0.7987	79.87%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8036	80.36%
Acute Oral Toxicity (c)	III	0.4939	49.39%
Estrogen receptor binding	+	0.8090	80.90%
Androgen receptor binding	+	0.7859	78.59%
Thyroid receptor binding	+	0.6919	69.19%
Glucocorticoid receptor binding	+	0.7641	76.41%
Aromatase binding	+	0.8418	84.18%
PPAR gamma	+	0.8408	84.08%
Honey bee toxicity	-	0.9603	96.03%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9262	92.62%

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	96.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.91%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.63%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.14%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	89.55%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.25%	95.56%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	87.06%	85.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.71%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.25%	94.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	85.34%	83.10%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.74%	99.23%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	82.54%	92.29%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.05%	89.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	81.73%	98.11%

Plants that contains it

• Cyclospermum leptophyllum

Cross-Links

• PubChem: 163032658
• LOTUS: LTS0161449
• wikiData: Q105331949