[(1R,4S,4aR,8aR)-4-hydroxy-4,8a-dimethyl-6-propan-2-yl-1,2,3,4a,5,8-hexahydronaphthalen-1-yl] (E)-3-methylpent-2-enoate

Details

• Internal ID: 1be8fe04-858c-4218-a526-b3bbe39327f4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1R,4S,4aR,8aR)-4-hydroxy-4,8a-dimethyl-6-propan-2-yl-1,2,3,4a,5,8-hexahydronaphthalen-1-yl] (E)-3-methylpent-2-enoate
• InChI: InChI=1S/C21H34O3/c1-7-15(4)12-19(22)24-18-9-11-21(6,23)17-13-16(14(2)3)8-10-20(17,18)5/h8,12,14,17-18,23H,7,9-11,13H2,1-6H3/b15-12+/t17-,18-,20-,21+/m1/s1
• InChI Key: LMHRWOCMLHBWKW-LHAIKPRJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₃
• Molecular Weight: 334.50 g/mol
• Exact Mass: 334.25079494 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.80
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6616	66.16%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8036	80.36%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.8890	88.90%
OATP1B3 inhibitior	+	0.9823	98.23%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6835	68.35%
P-glycoprotein inhibitior	-	0.6293	62.93%
P-glycoprotein substrate	-	0.6579	65.79%
CYP3A4 substrate	+	0.6442	64.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9176	91.76%
CYP3A4 inhibition	-	0.6110	61.10%
CYP2C9 inhibition	-	0.7505	75.05%
CYP2C19 inhibition	-	0.6957	69.57%
CYP2D6 inhibition	-	0.9313	93.13%
CYP1A2 inhibition	-	0.9385	93.85%
CYP2C8 inhibition	-	0.6087	60.87%
CYP inhibitory promiscuity	-	0.7025	70.25%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9743	97.43%
Carcinogenicity (trinary)	Non-required	0.6160	61.60%
Eye corrosion	-	0.9943	99.43%
Eye irritation	-	0.9203	92.03%
Skin irritation	+	0.5501	55.01%
Skin corrosion	-	0.9695	96.95%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5298	52.98%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	+	0.5108	51.08%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6771	67.71%
Acute Oral Toxicity (c)	III	0.7303	73.03%
Estrogen receptor binding	+	0.7266	72.66%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6478	64.78%
Glucocorticoid receptor binding	+	0.6796	67.96%
Aromatase binding	-	0.5675	56.75%
PPAR gamma	+	0.7376	73.76%
Honey bee toxicity	-	0.8403	84.03%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5645	56.45%
Fish aquatic toxicity	+	0.9972	99.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.22%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.20%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.42%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.49%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.48%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	89.08%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.71%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.06%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.15%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.08%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.54%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	84.17%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.64%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.06%	92.62%
CHEMBL1937	Q92769	Histone deacetylase 2	80.60%	94.75%

Plants that contains it

• Curio corymbifer

Cross-Links

• PubChem: 163185401
• LOTUS: LTS0104116
• wikiData: Q105153990