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

Details

• Internal ID: fc479183-b6ed-4820-a8d6-7e552d30f186
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,2R,3S,4S,5S,6S)-3-acetyloxy-5-[(3R,5S)-3,6-dihydroxy-6-methyl-5-(2-methylpropanoyloxy)hept-1-en-2-yl]-2,6-dihydroxy-2-methyl-4-(2-methylpropanoyloxy)cyclohexyl] (Z)-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)OC(=O)C(C)C)O)O
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H]1[C@H]([C@@H]([C@@H]([C@@H]([C@]1(C)O)OC(=O)C)OC(=O)C(C)C)C(=C)[C@@H](C[C@@H](C(C)(C)O)OC(=O)C(C)C)O)O
• InChI: InChI=1S/C30H48O12/c1-12-16(6)28(36)42-24-22(33)21(17(7)19(32)13-20(29(9,10)37)40-26(34)14(2)3)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/b16-12-/t19-,20+,21+,22+,23+,24+,25+,30-/m1/s1
• InChI Key: BUDAGGCDYODQJC-OQLHWOCHSA-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	+	0.9534	95.34%
Caco-2	-	0.8330	83.30%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7864	78.64%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.8531	85.31%
OATP1B3 inhibitior	+	0.9268	92.68%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5464	54.64%
P-glycoprotein inhibitior	+	0.7190	71.90%
P-glycoprotein substrate	+	0.5287	52.87%
CYP3A4 substrate	+	0.6686	66.86%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.9058	90.58%
CYP3A4 inhibition	-	0.8725	87.25%
CYP2C9 inhibition	-	0.8439	84.39%
CYP2C19 inhibition	-	0.8163	81.63%
CYP2D6 inhibition	-	0.9086	90.86%
CYP1A2 inhibition	-	0.9469	94.69%
CYP2C8 inhibition	-	0.6056	60.56%
CYP inhibitory promiscuity	-	0.9449	94.49%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8482	84.82%
Carcinogenicity (trinary)	Non-required	0.7037	70.37%
Eye corrosion	-	0.9739	97.39%
Eye irritation	-	0.8965	89.65%
Skin irritation	-	0.6231	62.31%
Skin corrosion	-	0.9223	92.23%
Ames mutagenesis	-	0.5678	56.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5893	58.93%
Micronuclear	-	0.6282	62.82%
Hepatotoxicity	+	0.6746	67.46%
skin sensitisation	+	0.6220	62.20%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.7372	73.72%
Acute Oral Toxicity (c)	III	0.4855	48.55%
Estrogen receptor binding	+	0.7299	72.99%
Androgen receptor binding	+	0.5639	56.39%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6807	68.07%
Aromatase binding	+	0.6264	62.64%
PPAR gamma	+	0.6634	66.34%
Honey bee toxicity	-	0.5722	57.22%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9699	96.99%

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	99.82%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.42%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.35%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.34%	95.17%
CHEMBL2581	P07339	Cathepsin D	95.94%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	94.29%	96.47%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	91.58%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.89%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.46%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	90.40%	90.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.78%	97.29%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.30%	91.24%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.28%	89.34%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.06%	85.31%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.43%	94.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.63%	89.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.09%	82.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.16%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.06%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.94%	96.77%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.02%	93.00%
CHEMBL2996	Q05655	Protein kinase C delta	82.15%	97.79%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.12%	95.71%
CHEMBL340	P08684	Cytochrome P450 3A4	80.69%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.53%	99.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.27%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	80.16%	94.73%

Plants that contains it

• Cremanthodium ellisii

Cross-Links

• PubChem: 162874337
• LOTUS: LTS0212720
• wikiData: Q104946028