Osthol hydrate

Details

• Internal ID: d50f216d-b2f5-4f58-b3ef-3ada24d6dfd5
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-(3-hydroxy-3-methylbutyl)-7-methoxychromen-2-one
• SMILES (Canonical): CC(C)(CCC1=C(C=CC2=C1OC(=O)C=C2)OC)O
• SMILES (Isomeric): CC(C)(CCC1=C(C=CC2=C1OC(=O)C=C2)OC)O
• InChI: InChI=1S/C15H18O4/c1-15(2,17)9-8-11-12(18-3)6-4-10-5-7-13(16)19-14(10)11/h4-7,17H,8-9H2,1-3H3
• InChI Key: FYGJNTORCNKCGZ-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 69219-24-5
• 8-(3-Hydroxy-3-methylbutyl)-7-methoxychromen-2-one
• 2'-Deoxymeranzin hydrate
• Ostholhydrate
• CHEMBL299099
• CHEBI:132625
• HY-N7037
• AKOS032949128
• 8-(3'-hydroxyisopentyl)-7-methoxycoumarin
• CS-0101690
• 8-(3-hydroxy-3-methylbutyl)-7-methoxy-2H-1-benzopyran-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9852	98.52%
Caco-2	+	0.8067	80.67%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7322	73.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8994	89.94%
OATP1B3 inhibitior	+	0.9061	90.61%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7838	78.38%
P-glycoprotein inhibitior	-	0.9106	91.06%
P-glycoprotein substrate	-	0.8274	82.74%
CYP3A4 substrate	-	0.5706	57.06%
CYP2C9 substrate	-	0.6506	65.06%
CYP2D6 substrate	-	0.8062	80.62%
CYP3A4 inhibition	-	0.8125	81.25%
CYP2C9 inhibition	-	0.8064	80.64%
CYP2C19 inhibition	-	0.9102	91.02%
CYP2D6 inhibition	-	0.9394	93.94%
CYP1A2 inhibition	-	0.5877	58.77%
CYP2C8 inhibition	-	0.6503	65.03%
CYP inhibitory promiscuity	-	0.9371	93.71%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6877	68.77%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.4804	48.04%
Skin irritation	-	0.7466	74.66%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.5637	56.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6556	65.56%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8786	87.86%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7262	72.62%
Acute Oral Toxicity (c)	III	0.5517	55.17%
Estrogen receptor binding	+	0.7446	74.46%
Androgen receptor binding	+	0.6802	68.02%
Thyroid receptor binding	-	0.5376	53.76%
Glucocorticoid receptor binding	+	0.6307	63.07%
Aromatase binding	+	0.6803	68.03%
PPAR gamma	+	0.8127	81.27%
Honey bee toxicity	-	0.9036	90.36%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6149	61.49%
Fish aquatic toxicity	+	0.9551	95.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.64%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.71%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.59%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.44%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.28%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.12%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.36%	86.92%
CHEMBL1255126	O15151	Protein Mdm4	83.22%	90.20%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.84%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.94%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.43%	99.23%

Plants that contains it

• Cnidium monnieri

Cross-Links

• PubChem: 10659145
• NPASS: NPC185066
• LOTUS: LTS0193076
• wikiData: Q105004465