1-[3,5-Dihydroxy-5-(2-hydroxypropan-2-yl)-7a-methyl-1,2,3,4,6,7-hexahydroinden-3a-yl]ethanone

Details

• Internal ID: c0ac948c-b70b-46b9-afb6-5ad0297ab5a1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: 1-[3,5-dihydroxy-5-(2-hydroxypropan-2-yl)-7a-methyl-1,2,3,4,6,7-hexahydroinden-3a-yl]ethanone
• SMILES (Canonical): CC(=O)C12CC(CCC1(CCC2O)C)(C(C)(C)O)O
• SMILES (Isomeric): CC(=O)C12CC(CCC1(CCC2O)C)(C(C)(C)O)O
• InChI: InChI=1S/C15H26O4/c1-10(16)15-9-14(19,12(2,3)18)8-7-13(15,4)6-5-11(15)17/h11,17-19H,5-9H2,1-4H3
• InChI Key: MIEMTUOJKOSDSV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₄
• Molecular Weight: 270.36 g/mol
• Exact Mass: 270.18310931 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	+	0.6996	69.96%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7692	76.92%
OATP2B1 inhibitior	-	0.8480	84.80%
OATP1B1 inhibitior	+	0.9325	93.25%
OATP1B3 inhibitior	+	0.9488	94.88%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8571	85.71%
BSEP inhibitior	-	0.9044	90.44%
P-glycoprotein inhibitior	-	0.9639	96.39%
P-glycoprotein substrate	-	0.8433	84.33%
CYP3A4 substrate	+	0.6157	61.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7839	78.39%
CYP3A4 inhibition	-	0.8639	86.39%
CYP2C9 inhibition	-	0.8351	83.51%
CYP2C19 inhibition	-	0.8176	81.76%
CYP2D6 inhibition	-	0.9718	97.18%
CYP1A2 inhibition	-	0.5985	59.85%
CYP2C8 inhibition	-	0.8726	87.26%
CYP inhibitory promiscuity	-	0.9872	98.72%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6497	64.97%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.5646	56.46%
Skin irritation	+	0.6732	67.32%
Skin corrosion	-	0.9080	90.80%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7148	71.48%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5949	59.49%
skin sensitisation	-	0.6967	69.67%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5757	57.57%
Acute Oral Toxicity (c)	III	0.4333	43.33%
Estrogen receptor binding	-	0.5961	59.61%
Androgen receptor binding	+	0.6588	65.88%
Thyroid receptor binding	-	0.5647	56.47%
Glucocorticoid receptor binding	+	0.5430	54.30%
Aromatase binding	-	0.5610	56.10%
PPAR gamma	-	0.8643	86.43%
Honey bee toxicity	-	0.9152	91.52%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9463	94.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.44%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.51%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.52%	91.11%
CHEMBL2581	P07339	Cathepsin D	84.19%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.46%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.56%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.39%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	80.82%	83.82%

Plants that contains it

• Achillea clypeolata

Cross-Links

• PubChem: 162931344
• LOTUS: LTS0220179
• wikiData: Q105164593