Oroselol

Details

• Internal ID: 2af3229d-e1ff-4625-bd0f-b3eca2768cfa
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: 8-(2-hydroxypropan-2-yl)furo[2,3-h]chromen-2-one
• SMILES (Canonical): CC(C)(C1=CC2=C(O1)C=CC3=C2OC(=O)C=C3)O
• SMILES (Isomeric): CC(C)(C1=CC2=C(O1)C=CC3=C2OC(=O)C=C3)O
• InChI: InChI=1S/C14H12O4/c1-14(2,16)11-7-9-10(17-11)5-3-8-4-6-12(15)18-13(8)9/h3-7,16H,1-2H3
• InChI Key: KDJVHSVOXOZBDR-UHFFFAOYSA-N
• Popularity: 5 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: 2.10
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 1891-25-4
• 8-(2-hydroxypropan-2-yl)furo[2,3-h]chromen-2-one
• ZAL9QWX7F8
• 2H-Furo(2,3-h)-1-benzopyran-2-one, 8-(1-hydroxy-1-methylethyl)-
• 2H-Furo[2,3-h]-1-benzopyran-2-one, 8-(1-hydroxy-1-methylethyl)-
• 8-(2-HYDROXYPROPAN-2-YL)-2H-FURO[2,3-H]CHROMEN-2-ONE
• UNII-ZAL9QWX7F8
• DTXSID10940423
• XO163797
• HY-148937
• CS-0645601
• 5'-(1-HYDROXY-1-METHYLETHYL)ANGELICIN
• A815584
• 8-(2-oxidanylpropan-2-yl)furo[2,3-h]chromen-2-one
• 8-(2-hydroxypropan-2-yl)-2-furo[2,3-h][1]benzopyranone
• 8-(2-Hydroxypropan-2-yl)-2H-furo[2,3-h][1]benzopyran-2-one
• 8-(1-HYDROXY-1-METHYLETHYL)-2H-FURO(2,3-H)-1-BENZOPYRAN-2-ONE
• NCGC00385867-01!8-(2-hydroxypropan-2-yl)furo[2,3-h]chromen-2-one
• 5-BENZOFURANACRYLIC ACID, 4-HYDROXY-2-(1-HYDROXY-1-METHYLETHYL)-, .DELTA.-LACTONE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9788	97.88%
Caco-2	+	0.5801	58.01%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7493	74.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9024	90.24%
OATP1B3 inhibitior	+	0.7941	79.41%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6136	61.36%
P-glycoprotein inhibitior	-	0.8243	82.43%
P-glycoprotein substrate	-	0.9186	91.86%
CYP3A4 substrate	-	0.5690	56.90%
CYP2C9 substrate	-	0.6657	66.57%
CYP2D6 substrate	-	0.8565	85.65%
CYP3A4 inhibition	+	0.5809	58.09%
CYP2C9 inhibition	-	0.7283	72.83%
CYP2C19 inhibition	-	0.8028	80.28%
CYP2D6 inhibition	-	0.7361	73.61%
CYP1A2 inhibition	-	0.7285	72.85%
CYP2C8 inhibition	-	0.8319	83.19%
CYP inhibitory promiscuity	-	0.8191	81.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.3954	39.54%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.6914	69.14%
Skin irritation	-	0.6495	64.95%
Skin corrosion	-	0.9544	95.44%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6238	62.38%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7650	76.50%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.5669	56.69%
Acute Oral Toxicity (c)	III	0.5994	59.94%
Estrogen receptor binding	+	0.8680	86.80%
Androgen receptor binding	+	0.8585	85.85%
Thyroid receptor binding	+	0.6278	62.78%
Glucocorticoid receptor binding	+	0.8145	81.45%
Aromatase binding	+	0.8290	82.90%
PPAR gamma	+	0.7377	73.77%
Honey bee toxicity	-	0.9457	94.57%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9264	92.64%

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	94.94%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.61%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.46%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.65%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.25%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.65%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.07%	94.45%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.34%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.49%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.34%	86.33%

Plants that contains it

• Angelica cincta
• Humulus scandens
• Kopsia flavida
• Melicope semecarpifolia
• Ribes sanguineum
• Stachys chinensis

Cross-Links

• PubChem: 160600
• NPASS: NPC194297
• LOTUS: LTS0040445
• wikiData: Q82917076