[3-Acetyloxy-5-[5,6-dihydroxy-6-methyl-3-(2-methylpropanoyloxy)hept-1-en-2-yl]-2,6-dihydroxy-2-methyl-4-(2-methylpropanoyloxy)cyclohexyl] 2-methylbut-2-enoate

Details

• Internal ID: 29b71b8c-9abc-4672-8054-3855cd9435e1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [3-acetyloxy-5-[5,6-dihydroxy-6-methyl-3-(2-methylpropanoyloxy)hept-1-en-2-yl]-2,6-dihydroxy-2-methyl-4-(2-methylpropanoyloxy)cyclohexyl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C(C(C(C1(C)O)OC(=O)C)OC(=O)C(C)C)C(=C)C(CC(C(C)(C)O)O)OC(=O)C(C)C)O
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(C(C(C(C1(C)O)OC(=O)C)OC(=O)C(C)C)C(=C)C(CC(C(C)(C)O)O)OC(=O)C(C)C)O
• InChI: InChI=1S/C30H48O12/c1-12-16(6)28(36)42-24-22(33)21(17(7)19(40-26(34)14(2)3)13-20(32)29(9,10)37)23(41-27(35)15(4)5)25(30(24,11)38)39-18(8)31/h12,14-15,19-25,32-33,37-38H,7,13H2,1-6,8-11H3
• InChI Key: JFSHVFZPJSXAOC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₁₂
• Molecular Weight: 600.70 g/mol
• Exact Mass: 600.31457696 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.75
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9246	92.46%
Caco-2	-	0.8184	81.84%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8030	80.30%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.8508	85.08%
OATP1B3 inhibitior	+	0.9268	92.68%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4509	45.09%
P-glycoprotein inhibitior	+	0.7286	72.86%
P-glycoprotein substrate	-	0.5131	51.31%
CYP3A4 substrate	+	0.6752	67.52%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.9022	90.22%
CYP3A4 inhibition	-	0.8617	86.17%
CYP2C9 inhibition	-	0.8400	84.00%
CYP2C19 inhibition	-	0.8348	83.48%
CYP2D6 inhibition	-	0.9137	91.37%
CYP1A2 inhibition	-	0.9369	93.69%
CYP2C8 inhibition	-	0.5980	59.80%
CYP inhibitory promiscuity	-	0.9641	96.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8654	86.54%
Carcinogenicity (trinary)	Non-required	0.6981	69.81%
Eye corrosion	-	0.9801	98.01%
Eye irritation	-	0.8894	88.94%
Skin irritation	-	0.6306	63.06%
Skin corrosion	-	0.9190	91.90%
Ames mutagenesis	-	0.5878	58.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.6255	62.55%
Micronuclear	-	0.5882	58.82%
Hepatotoxicity	+	0.6249	62.49%
skin sensitisation	+	0.5636	56.36%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5468	54.68%
Acute Oral Toxicity (c)	III	0.4909	49.09%
Estrogen receptor binding	+	0.7343	73.43%
Androgen receptor binding	+	0.5851	58.51%
Thyroid receptor binding	+	0.5486	54.86%
Glucocorticoid receptor binding	+	0.6398	63.98%
Aromatase binding	+	0.6353	63.53%
PPAR gamma	+	0.6687	66.87%
Honey bee toxicity	-	0.5474	54.74%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9740	97.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.57%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.09%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.10%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.84%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.82%	96.47%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.81%	95.17%
CHEMBL221	P23219	Cyclooxygenase-1	90.01%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.01%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	89.76%	97.79%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.99%	91.07%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.68%	98.75%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.34%	97.29%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	88.08%	82.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.37%	91.24%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.88%	89.50%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.82%	89.34%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.49%	94.33%
CHEMBL299	P17252	Protein kinase C alpha	85.67%	98.03%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.66%	96.61%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.29%	96.77%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.33%	97.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.69%	85.14%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.37%	94.00%
CHEMBL284	P27487	Dipeptidyl peptidase IV	83.35%	95.69%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.00%	85.31%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.00%	99.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.29%	96.90%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.28%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.17%	95.89%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.64%	95.71%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.04%	95.71%

Plants that contains it

• Cremanthodium ellisii

Cross-Links

• PubChem: 162981083
• LOTUS: LTS0036024
• wikiData: Q105126973