[4-Acetyloxy-6-[2-(4-ethenyl-4-methyl-3-prop-1-en-2-ylcyclohexyl)propan-2-yloxy]-5-hydroxyoxan-3-yl] acetate

Details

• Internal ID: 04e8efbb-c451-43a0-a8cd-ba7930a6938e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Elemane sesquiterpenoids
• IUPAC Name: [4-acetyloxy-6-[2-(4-ethenyl-4-methyl-3-prop-1-en-2-ylcyclohexyl)propan-2-yloxy]-5-hydroxyoxan-3-yl] acetate
• SMILES (Canonical): CC(=C)C1CC(CCC1(C)C=C)C(C)(C)OC2C(C(C(CO2)OC(=O)C)OC(=O)C)O
• SMILES (Isomeric): CC(=C)C1CC(CCC1(C)C=C)C(C)(C)OC2C(C(C(CO2)OC(=O)C)OC(=O)C)O
• InChI: InChI=1S/C24H38O7/c1-9-24(8)11-10-17(12-18(24)14(2)3)23(6,7)31-22-20(27)21(30-16(5)26)19(13-28-22)29-15(4)25/h9,17-22,27H,1-2,10-13H2,3-8H3
• InChI Key: NJQLOHXKQWKVRF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₈O₇
• Molecular Weight: 438.60 g/mol
• Exact Mass: 438.26175355 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8963	89.63%
Caco-2	-	0.7003	70.03%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8970	89.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8975	89.75%
OATP1B3 inhibitior	+	0.8802	88.02%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5252	52.52%
P-glycoprotein inhibitior	+	0.6249	62.49%
P-glycoprotein substrate	-	0.6234	62.34%
CYP3A4 substrate	+	0.7285	72.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8911	89.11%
CYP3A4 inhibition	-	0.7906	79.06%
CYP2C9 inhibition	-	0.7800	78.00%
CYP2C19 inhibition	-	0.7861	78.61%
CYP2D6 inhibition	-	0.9455	94.55%
CYP1A2 inhibition	-	0.6540	65.40%
CYP2C8 inhibition	+	0.4830	48.30%
CYP inhibitory promiscuity	-	0.9359	93.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9228	92.28%
Carcinogenicity (trinary)	Non-required	0.6663	66.63%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9066	90.66%
Skin irritation	-	0.5474	54.74%
Skin corrosion	-	0.9525	95.25%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4681	46.81%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5200	52.00%
skin sensitisation	-	0.7854	78.54%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6284	62.84%
Acute Oral Toxicity (c)	III	0.6759	67.59%
Estrogen receptor binding	+	0.6576	65.76%
Androgen receptor binding	+	0.5349	53.49%
Thyroid receptor binding	+	0.6089	60.89%
Glucocorticoid receptor binding	+	0.6181	61.81%
Aromatase binding	+	0.6204	62.04%
PPAR gamma	+	0.5533	55.33%
Honey bee toxicity	-	0.5464	54.64%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9924	99.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.55%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.42%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.70%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.87%	94.45%
CHEMBL1871	P10275	Androgen Receptor	91.51%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.65%	89.00%
CHEMBL204	P00734	Thrombin	90.00%	96.01%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.04%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	88.95%	91.19%
CHEMBL3922	P50579	Methionine aminopeptidase 2	88.57%	97.28%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.35%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.87%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.04%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.05%	91.07%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.72%	97.33%
CHEMBL5028	O14672	ADAM10	85.52%	97.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.06%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.52%	99.23%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.17%	82.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.96%	97.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.87%	89.50%
CHEMBL259	P32245	Melanocortin receptor 4	83.53%	95.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.27%	95.89%
CHEMBL2581	P07339	Cathepsin D	83.22%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	82.79%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.09%	96.61%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.64%	91.03%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.87%	83.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.81%	92.62%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.71%	97.31%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.05%	98.99%

Plants that contains it

• Lessingia glandulifera

Cross-Links

• PubChem: 14138823
• LOTUS: LTS0165827
• wikiData: Q105180263