8-[(1S,2R)-1,2-dihydroxy-3-methylbutyl]-7-methoxychromen-2-one

Details

• Internal ID: b2e14b31-4cbf-4626-87e0-8a3a771736df
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-[(1S,2R)-1,2-dihydroxy-3-methylbutyl]-7-methoxychromen-2-one
• SMILES (Canonical): CC(C)C(C(C1=C(C=CC2=C1OC(=O)C=C2)OC)O)O
• SMILES (Isomeric): CC(C)[C@H]([C@H](C1=C(C=CC2=C1OC(=O)C=C2)OC)O)O
• InChI: InChI=1S/C15H18O5/c1-8(2)13(17)14(18)12-10(19-3)6-4-9-5-7-11(16)20-15(9)12/h4-8,13-14,17-18H,1-3H3/t13-,14+/m1/s1
• InChI Key: MDHGKVCLHTWCOA-KGLIPLIRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.85
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9068	90.68%
Caco-2	+	0.6961	69.61%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7381	73.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9344	93.44%
OATP1B3 inhibitior	+	0.9359	93.59%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.7225	72.25%
P-glycoprotein substrate	-	0.8936	89.36%
CYP3A4 substrate	-	0.5753	57.53%
CYP2C9 substrate	-	0.8186	81.86%
CYP2D6 substrate	-	0.8170	81.70%
CYP3A4 inhibition	-	0.9253	92.53%
CYP2C9 inhibition	-	0.9458	94.58%
CYP2C19 inhibition	-	0.8709	87.09%
CYP2D6 inhibition	-	0.8753	87.53%
CYP1A2 inhibition	+	0.7836	78.36%
CYP2C8 inhibition	-	0.8664	86.64%
CYP inhibitory promiscuity	-	0.7761	77.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6079	60.79%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.8696	86.96%
Skin irritation	-	0.7652	76.52%
Skin corrosion	-	0.9726	97.26%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5203	52.03%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.9268	92.68%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4632	46.32%
Acute Oral Toxicity (c)	III	0.5472	54.72%
Estrogen receptor binding	-	0.5228	52.28%
Androgen receptor binding	+	0.6306	63.06%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6469	64.69%
Aromatase binding	+	0.6457	64.57%
PPAR gamma	+	0.6391	63.91%
Honey bee toxicity	-	0.9130	91.30%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9559	95.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.26%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.71%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.45%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.67%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	86.67%	90.20%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.34%	94.00%
CHEMBL2535	P11166	Glucose transporter	86.15%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.76%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.43%	90.71%
CHEMBL4208	P20618	Proteasome component C5	80.12%	90.00%

Plants that contains it

• Murraya caloxylon

Cross-Links

• PubChem: 163012008
• LOTUS: LTS0219670
• wikiData: Q105161716