(4aS,5S,7S)-5-hydroxy-7-[(2S)-1-hydroxypropan-2-yl]-1,4a-dimethyl-3,4,5,6,7,8-hexahydronaphthalen-2-one

Details

• Internal ID: 43f991b1-0a8a-4d8c-8349-b9dd89956239
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (4aS,5S,7S)-5-hydroxy-7-[(2S)-1-hydroxypropan-2-yl]-1,4a-dimethyl-3,4,5,6,7,8-hexahydronaphthalen-2-one
• InChI: InChI=1S/C15H24O3/c1-9(8-16)11-6-12-10(2)13(17)4-5-15(12,3)14(18)7-11/h9,11,14,16,18H,4-8H2,1-3H3/t9-,11+,14+,15+/m1/s1
• InChI Key: UDAOVPDMOWBSNB-GQANPOSXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.7128	71.28%
Blood Brain Barrier	-	0.5115	51.15%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8197	81.97%
OATP2B1 inhibitior	-	0.8507	85.07%
OATP1B1 inhibitior	+	0.9042	90.42%
OATP1B3 inhibitior	+	0.9678	96.78%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.7658	76.58%
BSEP inhibitior	-	0.7630	76.30%
P-glycoprotein inhibitior	-	0.8857	88.57%
P-glycoprotein substrate	-	0.7696	76.96%
CYP3A4 substrate	+	0.5757	57.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.6267	62.67%
CYP2C9 inhibition	-	0.8660	86.60%
CYP2C19 inhibition	-	0.8916	89.16%
CYP2D6 inhibition	-	0.9183	91.83%
CYP1A2 inhibition	-	0.8901	89.01%
CYP2C8 inhibition	-	0.9115	91.15%
CYP inhibitory promiscuity	-	0.8288	82.88%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6255	62.55%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.8248	82.48%
Skin irritation	-	0.5536	55.36%
Skin corrosion	-	0.9732	97.32%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7564	75.64%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7123	71.23%
skin sensitisation	-	0.7884	78.84%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.4913	49.13%
Acute Oral Toxicity (c)	III	0.7830	78.30%
Estrogen receptor binding	-	0.7660	76.60%
Androgen receptor binding	-	0.5058	50.58%
Thyroid receptor binding	+	0.5582	55.82%
Glucocorticoid receptor binding	+	0.5785	57.85%
Aromatase binding	-	0.6823	68.23%
PPAR gamma	-	0.6042	60.42%
Honey bee toxicity	-	0.7292	72.92%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9774	97.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.42%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.68%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.42%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.78%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.40%	97.25%
CHEMBL2581	P07339	Cathepsin D	86.66%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.10%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.01%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	83.23%	97.79%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.95%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.54%	95.89%
CHEMBL299	P17252	Protein kinase C alpha	81.51%	98.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.34%	85.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.81%	96.47%

Plants that contains it

• Cassinia uncata

Cross-Links

• PubChem: 10923022
• LOTUS: LTS0120823
• wikiData: Q105270271