1,4a-Dimethyl-7-(1,2,3-trihydroxypropan-2-yl)-3,4,5,6,7,8-hexahydronaphthalen-2-one

Details

• Internal ID: b263b4ee-5325-4a23-8307-ee68b4acdfcb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 1,4a-dimethyl-7-(1,2,3-trihydroxypropan-2-yl)-3,4,5,6,7,8-hexahydronaphthalen-2-one
• SMILES (Canonical): CC1=C2CC(CCC2(CCC1=O)C)C(CO)(CO)O
• SMILES (Isomeric): CC1=C2CC(CCC2(CCC1=O)C)C(CO)(CO)O
• InChI: InChI=1S/C15H24O4/c1-10-12-7-11(15(19,8-16)9-17)3-5-14(12,2)6-4-13(10)18/h11,16-17,19H,3-9H2,1-2H3
• InChI Key: WYTBKFXLHDEVKL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.19
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9608	96.08%
Caco-2	+	0.6658	66.58%
Blood Brain Barrier	+	0.5641	56.41%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8130	81.30%
OATP2B1 inhibitior	-	0.8506	85.06%
OATP1B1 inhibitior	+	0.8843	88.43%
OATP1B3 inhibitior	+	0.8007	80.07%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6011	60.11%
BSEP inhibitior	+	0.6343	63.43%
P-glycoprotein inhibitior	-	0.9050	90.50%
P-glycoprotein substrate	-	0.8429	84.29%
CYP3A4 substrate	+	0.5716	57.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8967	89.67%
CYP3A4 inhibition	-	0.9244	92.44%
CYP2C9 inhibition	-	0.9064	90.64%
CYP2C19 inhibition	-	0.8742	87.42%
CYP2D6 inhibition	-	0.9189	91.89%
CYP1A2 inhibition	-	0.8945	89.45%
CYP2C8 inhibition	-	0.8655	86.55%
CYP inhibitory promiscuity	-	0.9608	96.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7130	71.30%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.7887	78.87%
Skin irritation	-	0.6077	60.77%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6597	65.97%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6002	60.02%
skin sensitisation	-	0.8860	88.60%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5708	57.08%
Acute Oral Toxicity (c)	III	0.7526	75.26%
Estrogen receptor binding	+	0.5772	57.72%
Androgen receptor binding	-	0.5158	51.58%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5757	57.57%
Aromatase binding	-	0.6507	65.07%
PPAR gamma	-	0.5093	50.93%
Honey bee toxicity	-	0.8813	88.13%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9611	96.11%

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	94.32%	91.11%
CHEMBL1871	P10275	Androgen Receptor	92.78%	96.43%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.71%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.56%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	87.90%	94.75%
CHEMBL2581	P07339	Cathepsin D	87.04%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.73%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.00%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.89%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.95%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.42%	100.00%
CHEMBL1902	P62942	FK506-binding protein 1A	81.14%	97.05%

Plants that contains it

• Achillea holosericea
• Pseudelephantopus spicatus

Cross-Links

• PubChem: 78385391
• LOTUS: LTS0274320
• wikiData: Q105322532