(1R,4aS,5R,6R,8aR)-6-acetyloxy-5-(2-carboxyethyl)-1,4a,6-trimethyl-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid

Details

• Internal ID: 7138fb8e-462a-48b1-b389-aec011aca822
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Carbocyclic fatty acids
• IUPAC Name: (1R,4aS,5R,6R,8aR)-6-acetyloxy-5-(2-carboxyethyl)-1,4a,6-trimethyl-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
• InChI: InChI=1S/C19H30O6/c1-12(20)25-19(4)11-8-13-17(2,14(19)6-7-15(21)22)9-5-10-18(13,3)16(23)24/h13-14H,5-11H2,1-4H3,(H,21,22)(H,23,24)/t13-,14-,17+,18-,19-/m1/s1
• InChI Key: OZPCMTCOECGYQW-GFPCFBFFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₆
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.20423867 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9783	97.83%
Caco-2	+	0.7814	78.14%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8722	87.22%
OATP2B1 inhibitior	-	0.8659	86.59%
OATP1B1 inhibitior	+	0.8223	82.23%
OATP1B3 inhibitior	+	0.8825	88.25%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5935	59.35%
P-glycoprotein inhibitior	-	0.6464	64.64%
P-glycoprotein substrate	-	0.8537	85.37%
CYP3A4 substrate	+	0.5939	59.39%
CYP2C9 substrate	-	0.5816	58.16%
CYP2D6 substrate	-	0.8771	87.71%
CYP3A4 inhibition	-	0.7052	70.52%
CYP2C9 inhibition	-	0.9399	93.99%
CYP2C19 inhibition	-	0.9560	95.60%
CYP2D6 inhibition	-	0.9707	97.07%
CYP1A2 inhibition	-	0.8948	89.48%
CYP2C8 inhibition	-	0.7259	72.59%
CYP inhibitory promiscuity	-	0.9658	96.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7626	76.26%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.8915	89.15%
Skin irritation	+	0.5762	57.62%
Skin corrosion	-	0.9527	95.27%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6477	64.77%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6347	63.47%
skin sensitisation	-	0.8528	85.28%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.5611	56.11%
Acute Oral Toxicity (c)	III	0.7748	77.48%
Estrogen receptor binding	+	0.8198	81.98%
Androgen receptor binding	-	0.5541	55.41%
Thyroid receptor binding	+	0.5572	55.72%
Glucocorticoid receptor binding	+	0.7573	75.73%
Aromatase binding	+	0.6226	62.26%
PPAR gamma	-	0.5906	59.06%
Honey bee toxicity	-	0.9066	90.66%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7855	78.55%
Fish aquatic toxicity	+	0.9902	99.02%

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	97.19%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.10%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.35%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.34%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.38%	91.11%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.92%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	87.40%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	85.78%	90.17%
CHEMBL2581	P07339	Cathepsin D	85.73%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.98%	82.69%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.32%	96.38%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.09%	85.14%

Plants that contains it

• Salvia palaestina

Cross-Links

• PubChem: 163185743
• LOTUS: LTS0063724
• wikiData: Q105203985