[(4S,6S)-2-methyl-6-[(1R,2S,5R,6S)-2,5,6-triacetyloxy-4-methylcyclohex-3-en-1-yl]hept-2-en-4-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: f0332461-8d7a-4d84-8257-57d01a7a0c18
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(4S,6S)-2-methyl-6-[(1R,2S,5R,6S)-2,5,6-triacetyloxy-4-methylcyclohex-3-en-1-yl]hept-2-en-4-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC(CC(C)C1C(C=C(C(C1OC(=O)C)OC(=O)C)C)OC(=O)C)C=C(C)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@H](C[C@H](C)[C@@H]1[C@H](C=C([C@H]([C@H]1OC(=O)C)OC(=O)C)C)OC(=O)C)C=C(C)C
• InChI: InChI=1S/C26H38O8/c1-10-15(4)26(30)34-21(11-14(2)3)12-16(5)23-22(31-18(7)27)13-17(6)24(32-19(8)28)25(23)33-20(9)29/h10-11,13,16,21-25H,12H2,1-9H3/b15-10-/t16-,21+,22-,23+,24+,25-/m0/s1
• InChI Key: HIOQBMNUCHNSHW-DZSDJKCESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₈
• Molecular Weight: 478.60 g/mol
• Exact Mass: 478.25666817 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.23
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9842	98.42%
Caco-2	+	0.5362	53.62%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8234	82.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8442	84.42%
OATP1B3 inhibitior	+	0.9351	93.51%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9315	93.15%
P-glycoprotein inhibitior	+	0.8525	85.25%
P-glycoprotein substrate	-	0.5352	53.52%
CYP3A4 substrate	+	0.5954	59.54%
CYP2C9 substrate	-	0.5914	59.14%
CYP2D6 substrate	-	0.9103	91.03%
CYP3A4 inhibition	-	0.8238	82.38%
CYP2C9 inhibition	-	0.8132	81.32%
CYP2C19 inhibition	-	0.6984	69.84%
CYP2D6 inhibition	-	0.9052	90.52%
CYP1A2 inhibition	-	0.8838	88.38%
CYP2C8 inhibition	-	0.6529	65.29%
CYP inhibitory promiscuity	-	0.7893	78.93%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6637	66.37%
Carcinogenicity (trinary)	Non-required	0.5484	54.84%
Eye corrosion	-	0.9363	93.63%
Eye irritation	-	0.8934	89.34%
Skin irritation	-	0.8228	82.28%
Skin corrosion	-	0.9879	98.79%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7283	72.83%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6407	64.07%
skin sensitisation	+	0.6106	61.06%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.9375	93.75%
Nephrotoxicity	-	0.6087	60.87%
Acute Oral Toxicity (c)	IV	0.4704	47.04%
Estrogen receptor binding	+	0.7773	77.73%
Androgen receptor binding	-	0.5126	51.26%
Thyroid receptor binding	+	0.5414	54.14%
Glucocorticoid receptor binding	+	0.7501	75.01%
Aromatase binding	-	0.5281	52.81%
PPAR gamma	+	0.6016	60.16%
Honey bee toxicity	-	0.6207	62.07%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	0.9750	97.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.31%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.86%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	93.45%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.02%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.96%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.46%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.33%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.27%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	84.66%	94.73%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.82%	96.47%
CHEMBL221	P23219	Cyclooxygenase-1	81.52%	90.17%

Plants that contains it

• Filago congesta

Cross-Links

• PubChem: 162930436
• LOTUS: LTS0124209
• wikiData: Q105028943