4-(2,3-Dihydroxy-3-methylbutoxy)-9-hydroxyfuro[3,2-g]chromen-7-one

Details

• Internal ID: 3d86ffdb-a4a4-4133-8553-463ed3d08eae
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens > 8-hydroxypsoralens
• IUPAC Name: 4-(2,3-dihydroxy-3-methylbutoxy)-9-hydroxyfuro[3,2-g]chromen-7-one
• SMILES (Canonical): CC(C)(C(COC1=C2C=COC2=C(C3=C1C=CC(=O)O3)O)O)O
• SMILES (Isomeric): CC(C)(C(COC1=C2C=COC2=C(C3=C1C=CC(=O)O3)O)O)O
• InChI: InChI=1S/C16H16O7/c1-16(2,20)10(17)7-22-13-8-3-4-11(18)23-15(8)12(19)14-9(13)5-6-21-14/h3-6,10,17,19-20H,7H2,1-2H3
• InChI Key: SMXCZWUSKFXTLY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₇
• Molecular Weight: 320.29 g/mol
• Exact Mass: 320.08960285 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9667	96.67%
Caco-2	-	0.6184	61.84%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7881	78.81%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8973	89.73%
OATP1B3 inhibitior	+	0.8556	85.56%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5212	52.12%
P-glycoprotein inhibitior	-	0.8359	83.59%
P-glycoprotein substrate	-	0.7111	71.11%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.6381	63.81%
CYP2D6 substrate	-	0.8245	82.45%
CYP3A4 inhibition	-	0.9059	90.59%
CYP2C9 inhibition	-	0.8992	89.92%
CYP2C19 inhibition	-	0.8438	84.38%
CYP2D6 inhibition	-	0.8449	84.49%
CYP1A2 inhibition	-	0.6818	68.18%
CYP2C8 inhibition	-	0.6505	65.05%
CYP inhibitory promiscuity	-	0.8875	88.75%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5492	54.92%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8552	85.52%
Skin irritation	-	0.7946	79.46%
Skin corrosion	-	0.9475	94.75%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3735	37.35%
Micronuclear	-	0.5167	51.67%
Hepatotoxicity	+	0.7960	79.60%
skin sensitisation	-	0.7918	79.18%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.9049	90.49%
Acute Oral Toxicity (c)	III	0.7009	70.09%
Estrogen receptor binding	+	0.7547	75.47%
Androgen receptor binding	+	0.6815	68.15%
Thyroid receptor binding	+	0.6641	66.41%
Glucocorticoid receptor binding	+	0.7883	78.83%
Aromatase binding	+	0.6958	69.58%
PPAR gamma	+	0.8804	88.04%
Honey bee toxicity	-	0.8891	88.91%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9214	92.14%

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	98.20%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.13%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	93.70%	91.49%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.72%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	91.70%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.12%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.41%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.72%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.65%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.22%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.60%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.19%	93.65%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.59%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.35%	85.14%

Plants that contains it

• Niphogeton ternata

Cross-Links

• PubChem: 162980953
• LOTUS: LTS0000370
• wikiData: Q105256222