3-[(1S,2S,6S)-2-{2-[(1S,2R,3R)-2-(3-ethoxy-3-oxopropyl)-3-(2-hydroxypropan-2-yl)-2-methyl-6-methylidenecyclohexyl]ethyl}-1,3-dimethyl-6-(prop-1-en-2-yl)cyclohex-3-en-1-yl]propanoic acid

Details

• Internal ID: 8711d9cf-3f86-4359-a7cd-b30708b51f34
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: 3-[(1S,2S,6S)-2-[2-[(1S,2R,3R)-2-(3-ethoxy-3-oxopropyl)-3-(2-hydroxypropan-2-yl)-2-methyl-6-methylidenecyclohexyl]ethyl]-1,3-dimethyl-6-prop-1-en-2-ylcyclohex-3-en-1-yl]propanoic acid
• InChI: InChI=1S/C32H52O5/c1-10-37-29(35)18-20-32(9)26(23(5)12-16-27(32)30(6,7)36)15-14-25-22(4)11-13-24(21(2)3)31(25,8)19-17-28(33)34/h11,24-27,36H,2,5,10,12-20H2,1,3-4,6-9H3,(H,33,34)/t24-,25-,26-,27-,31-,32+/m0/s1
• InChI Key: JYNTZOBOTQIVKY-GIRUYCOHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₂O₅
• Molecular Weight: 516.80 g/mol
• Exact Mass: 516.38147475 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 7.50
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 12

Synonyms

• 3-[(1S,2S,6S)-2-{2-[(1S,2R,3R)-2-(3-ethoxy-3-oxopropyl)-3-(2-hydroxypropan-2-yl)-2-methyl-6-methylidenecyclohexyl]ethyl}-1,3-dimethyl-6-(prop-1-en-2-yl)cyclohex-3-en-1-yl]propanoic acid
• 3-((1S,2S,6S)-2-(2-((1S,2R,3R)-2-(3-ethoxy-3-oxopropyl)-3-(2-hydroxypropan-2-yl)-2-methyl-6-methylidenecyclohexyl)ethyl)-1,3-dimethyl-6-(prop-1-en-2-yl)cyclohex-3-en-1-yl)propanoate
• 3-((1S,2S,6S)-2-(2-((1S,2R,3R)-2-(3-ethoxy-3-oxopropyl)-3-(2-hydroxypropan-2-yl)-2-methyl-6-methylidenecyclohexyl)ethyl)-1,3-dimethyl-6-(prop-1-en-2-yl)cyclohex-3-en-1-yl)propanoic acid
• 3-((1S,2S,6S)-2-(2-((1S,2R,3R)-2-(3-ethoxy-3-oxopropyl)-3-(2-hydroxypropan-2-yl)-2-methyl-6-methylidenecyclohexyl)ethyl)-1,3-dimethyl-6-prop-1-en-2-ylcyclohex-3-en-1-yl)propanoic acid
• 3-[(1S,2S,6S)-2-[2-[(1S,2R,3R)-2-(3-ethoxy-3-oxopropyl)-3-(2-hydroxypropan-2-yl)-2-methyl-6-methylidenecyclohexyl]ethyl]-1,3-dimethyl-6-prop-1-en-2-ylcyclohex-3-en-1-yl]propanoic acid
• 3-[(1S,2S,6S)-2-{2-[(1S,2R,3R)-2-(3-ethoxy-3-oxopropyl)-3-(2-hydroxypropan-2-yl)-2-methyl-6-methylidenecyclohexyl]ethyl}-1,3-dimethyl-6-(prop-1-en-2-yl)cyclohex-3-en-1-yl]propanoate
• RefChem:91967
• CHEMBL1782103
• Q27135942

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9863	98.63%
Caco-2	-	0.6961	69.61%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.9068	90.68%
OATP2B1 inhibitior	-	0.5692	56.92%
OATP1B1 inhibitior	+	0.8752	87.52%
OATP1B3 inhibitior	+	0.8861	88.61%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6733	67.33%
BSEP inhibitior	+	0.8927	89.27%
P-glycoprotein inhibitior	+	0.6412	64.12%
P-glycoprotein substrate	-	0.5323	53.23%
CYP3A4 substrate	+	0.6708	67.08%
CYP2C9 substrate	+	0.5878	58.78%
CYP2D6 substrate	-	0.9008	90.08%
CYP3A4 inhibition	+	0.6178	61.78%
CYP2C9 inhibition	-	0.7458	74.58%
CYP2C19 inhibition	-	0.8517	85.17%
CYP2D6 inhibition	-	0.8952	89.52%
CYP1A2 inhibition	-	0.8922	89.22%
CYP2C8 inhibition	+	0.6338	63.38%
CYP inhibitory promiscuity	-	0.6252	62.52%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6667	66.67%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9073	90.73%
Skin irritation	-	0.7003	70.03%
Skin corrosion	-	0.9800	98.00%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4649	46.49%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6607	66.07%
skin sensitisation	-	0.6126	61.26%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5281	52.81%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7573	75.73%
Acute Oral Toxicity (c)	III	0.6575	65.75%
Estrogen receptor binding	+	0.7237	72.37%
Androgen receptor binding	+	0.5719	57.19%
Thyroid receptor binding	+	0.5216	52.16%
Glucocorticoid receptor binding	+	0.7657	76.57%
Aromatase binding	+	0.6824	68.24%
PPAR gamma	+	0.6408	64.08%
Honey bee toxicity	-	0.7889	78.89%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.97%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.29%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.24%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.75%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.13%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.95%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.92%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.72%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.48%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.60%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.10%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.24%	96.95%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.53%	90.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.73%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.66%	97.33%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.60%	85.30%
CHEMBL5255	O00206	Toll-like receptor 4	82.42%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.19%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.07%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	80.74%	94.73%
CHEMBL5028	O14672	ADAM10	80.16%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 53355685
• LOTUS: LTS0100156
• wikiData: Q27135942