1-[3-[(2S)-2,3-dihydroxy-3-methylbutyl]-4-hydroxy-5-(3-methylbut-2-enyl)phenyl]ethanone

Details

• Internal ID: 3885ee3c-97bc-4166-b8ec-c25cff50cd06
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[3-[(2S)-2,3-dihydroxy-3-methylbutyl]-4-hydroxy-5-(3-methylbut-2-enyl)phenyl]ethanone
• SMILES (Canonical): CC(=CCC1=C(C(=CC(=C1)C(=O)C)CC(C(C)(C)O)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(=CC(=C1)C(=O)C)C[C@@H](C(C)(C)O)O)O)C
• InChI: InChI=1S/C18H26O4/c1-11(2)6-7-13-8-14(12(3)19)9-15(17(13)21)10-16(20)18(4,5)22/h6,8-9,16,20-22H,7,10H2,1-5H3/t16-/m0/s1
• InChI Key: BMXLZGPCTIICJM-INIZCTEOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₄
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.18310931 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.5164	51.64%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8538	85.38%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8697	86.97%
OATP1B3 inhibitior	+	0.9543	95.43%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6438	64.38%
P-glycoprotein inhibitior	-	0.9042	90.42%
P-glycoprotein substrate	-	0.8635	86.35%
CYP3A4 substrate	-	0.5622	56.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7870	78.70%
CYP3A4 inhibition	-	0.8076	80.76%
CYP2C9 inhibition	-	0.7007	70.07%
CYP2C19 inhibition	-	0.5539	55.39%
CYP2D6 inhibition	-	0.8745	87.45%
CYP1A2 inhibition	-	0.6916	69.16%
CYP2C8 inhibition	-	0.8120	81.20%
CYP inhibitory promiscuity	-	0.8184	81.84%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6849	68.49%
Eye corrosion	-	0.9805	98.05%
Eye irritation	-	0.4931	49.31%
Skin irritation	-	0.6137	61.37%
Skin corrosion	-	0.8482	84.82%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5936	59.36%
Micronuclear	-	0.6341	63.41%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	+	0.7176	71.76%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7311	73.11%
Acute Oral Toxicity (c)	III	0.7000	70.00%
Estrogen receptor binding	+	0.7217	72.17%
Androgen receptor binding	-	0.5792	57.92%
Thyroid receptor binding	+	0.6447	64.47%
Glucocorticoid receptor binding	+	0.7531	75.31%
Aromatase binding	+	0.5472	54.72%
PPAR gamma	+	0.8181	81.81%
Honey bee toxicity	-	0.8460	84.60%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9896	98.96%

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	97.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.42%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	96.02%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	94.13%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.52%	99.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	87.98%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.90%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.49%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.15%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.09%	85.14%
CHEMBL2535	P11166	Glucose transporter	83.75%	98.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.27%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.51%	96.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.43%	90.71%

Plants that contains it

• Senecio gallicus

Cross-Links

• PubChem: 163055335
• LOTUS: LTS0230155
• wikiData: Q104938634