Oxypeucedanin hydrate

Details

• Internal ID: 2e4460cd-1bf9-415b-8a60-625d68c3e74a
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens
• IUPAC Name: 4-[(2R)-2,3-dihydroxy-3-methylbutoxy]furo[3,2-g]chromen-7-one
• SMILES (Canonical): CC(C)(C(COC1=C2C=CC(=O)OC2=CC3=C1C=CO3)O)O
• SMILES (Isomeric): CC(C)([C@@H](COC1=C2C=CC(=O)OC2=CC3=C1C=CO3)O)O
• InChI: InChI=1S/C16H16O6/c1-16(2,19)13(17)8-21-15-9-3-4-14(18)22-12(9)7-11-10(15)5-6-20-11/h3-7,13,17,19H,8H2,1-2H3/t13-/m1/s1
• InChI Key: PEWFWDOPJISUOK-CYBMUJFWSA-N
• Popularity: 17 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₆
• Molecular Weight: 304.29 g/mol
• Exact Mass: 304.09468823 g/mol
• Topological Polar Surface Area (TPSA): 89.10 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 2643-85-8
• Oxypeucedaninhydrate
• Prangolarin hydrate
• (+)-Oxypeucedanin hydrate
• Prawgol
• Hydroxypeucedanin hydrate
• Aviprin
• CHEMBL454060
• CHEBI:69829
• 4-[(2R)-2,3-dihydroxy-3-methylbutoxy]furo[3,2-g]chromen-7-one
• 7H-Furo(3,2-g)(1)benzopyran-7-one, 4-(2,3-dihydroxy-3-methylbutoxy)-, (R)-
• 7H-Furo[3,2-g][1]benzopyran-7-one, 4-[(2R)-2,3-dihydroxy-3-methylbutoxy]-
• 7H-FURO(3,2-g)(1)BENZOPYRAN-7-ONE, 4-(2,3-DIHYDROXY-3-METHYLBUTOXY)-, (R)-(+)-
• 133164-11-1
• Prangol
• (+)-Oxypeucedaninhydrate
• (R)-oxypeucedanin hydrate
• MLS000574909
• Aviprin (Oxypeucedaninhydrate)
• DTXSID90949318
• HMS2196F22
• HY-N2622
• BDBM50361377
• AKOS000278024
• LS-70707
• MS-24390
• SMR000156244
• CS-0023028
• Q27138170
• 4-[(2R)-2,3-dihydroxy-3-methyl-butoxy]furo[3,2-g]chromen-7-one
• 4-(2,3-Dihydroxy-3-methylbutoxy)-7H-furo[3,2-g][1]benzopyran-7-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9667	96.67%
Caco-2	+	0.4911	49.11%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7881	78.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9266	92.66%
OATP1B3 inhibitior	+	0.8556	85.56%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6642	66.42%
P-glycoprotein inhibitior	-	0.8204	82.04%
P-glycoprotein substrate	-	0.7609	76.09%
CYP3A4 substrate	-	0.5116	51.16%
CYP2C9 substrate	-	0.6661	66.61%
CYP2D6 substrate	-	0.8264	82.64%
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	-	0.6955	69.55%
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	-	0.7444	74.44%
Skin irritation	-	0.7946	79.46%
Skin corrosion	-	0.9475	94.75%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7201	72.01%
Micronuclear	-	0.5167	51.67%
Hepatotoxicity	+	0.6783	67.83%
skin sensitisation	-	0.7918	79.18%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.9123	91.23%
Acute Oral Toxicity (c)	III	0.7009	70.09%
Estrogen receptor binding	+	0.8330	83.30%
Androgen receptor binding	+	0.8332	83.32%
Thyroid receptor binding	+	0.6487	64.87%
Glucocorticoid receptor binding	+	0.7372	73.72%
Aromatase binding	+	0.7025	70.25%
PPAR gamma	+	0.8690	86.90%
Honey bee toxicity	-	0.8464	84.64%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
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	97.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.49%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.89%	89.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	92.27%	94.03%
CHEMBL3401	O75469	Pregnane X receptor	91.77%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.14%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.49%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.23%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	88.78%	93.65%
CHEMBL1951	P21397	Monoamine oxidase A	88.51%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.06%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.72%	94.00%
CHEMBL4040	P28482	MAP kinase ERK2	82.93%	83.82%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.79%	89.34%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.78%	96.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.14%	100.00%

Plants that contains it

• Angelica archangelica
• Angelica dahurica
• Angelica furcijuga
• Angelica japonica
• Angelica lucida
• Citrus hystrix
• Citrus medica
• Dorstenia gigas
• Euxylophora paraensis
• Ferula syreitschikowii
• Ferulago sylvatica
• Glehnia littoralis
• Hansenia forbesii
• Hansenia weberbaueriana
• Niphogeton ternata
• Ostericum grossiserratum
• Peucedanum japonicum
• Peucedanum ostruthium
• Peucedanum tauricum
• Prangos bucharica
• Prangos latiloba
• Prangos pabularia
• Skimmia japonica

Cross-Links

• PubChem: 17536
• NPASS: NPC239270
• ChEMBL: CHEMBL454060
• LOTUS: LTS0212959
• wikiData: Q105378067