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

Details

• Internal ID: 40eff36d-7723-4eee-9e13-f701502df08d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,2S,3R,4S,5S,6S)-2-acetyloxy-6-[(3S,5S)-5,6-dihydroxy-6-methyl-3-(2-methylpropanoyloxy)hept-1-en-2-yl]-3,5-dihydroxy-3-methyl-4-(2-methylpropanoyloxy)cyclohexyl] 2-methylpropanoate
• SMILES (Canonical): CC(C)C(=O)OC1C(C(C(C(C1OC(=O)C)(C)O)OC(=O)C(C)C)O)C(=C)C(CC(C(C)(C)O)O)OC(=O)C(C)C
• SMILES (Isomeric): CC(C)C(=O)O[C@H]1[C@H]([C@@H]([C@@H]([C@@]([C@H]1OC(=O)C)(C)O)OC(=O)C(C)C)O)C(=C)[C@H](C[C@@H](C(C)(C)O)O)OC(=O)C(C)C
• InChI: InChI=1S/C29H48O12/c1-13(2)25(33)39-18(12-19(31)28(9,10)36)16(7)20-21(32)23(41-27(35)15(5)6)29(11,37)24(38-17(8)30)22(20)40-26(34)14(3)4/h13-15,18-24,31-32,36-37H,7,12H2,1-6,8-11H3/t18-,19-,20-,21-,22-,23-,24-,29+/m0/s1
• InChI Key: IHWWWNHKYBLZGD-RLDRDVGVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₈O₁₂
• Molecular Weight: 588.70 g/mol
• Exact Mass: 588.31457696 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.44
• 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	-	0.8209	82.09%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8030	80.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8770	87.70%
OATP1B3 inhibitior	+	0.9268	92.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5229	52.29%
P-glycoprotein inhibitior	+	0.6965	69.65%
P-glycoprotein substrate	-	0.5529	55.29%
CYP3A4 substrate	+	0.6564	65.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8737	87.37%
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	-	0.6873	68.73%
CYP inhibitory promiscuity	-	0.9641	96.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8654	86.54%
Carcinogenicity (trinary)	Non-required	0.6981	69.81%
Eye corrosion	-	0.9801	98.01%
Eye irritation	-	0.8686	86.86%
Skin irritation	-	0.6306	63.06%
Skin corrosion	-	0.9190	91.90%
Ames mutagenesis	-	0.7037	70.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6256	62.56%
Micronuclear	-	0.5882	58.82%
Hepatotoxicity	+	0.5624	56.24%
skin sensitisation	+	0.5636	56.36%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.4703	47.03%
Acute Oral Toxicity (c)	III	0.4909	49.09%
Estrogen receptor binding	+	0.7343	73.43%
Androgen receptor binding	+	0.5403	54.03%
Thyroid receptor binding	+	0.5306	53.06%
Glucocorticoid receptor binding	+	0.6264	62.64%
Aromatase binding	+	0.6104	61.04%
PPAR gamma	+	0.6976	69.76%
Honey bee toxicity	-	0.5838	58.38%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
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	99.59%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.42%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.42%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.32%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.82%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	93.19%	97.79%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.90%	96.47%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.57%	96.77%
CHEMBL299	P17252	Protein kinase C alpha	88.67%	98.03%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	88.56%	82.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.71%	94.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.66%	97.29%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.57%	94.45%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.43%	89.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.42%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.64%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.69%	96.61%
CHEMBL4040	P28482	MAP kinase ERK2	84.35%	83.82%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.95%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.32%	91.07%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.00%	95.71%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.25%	91.24%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.00%	95.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.56%	95.71%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.50%	97.28%

Plants that contains it

• Cremanthodium ellisii

Cross-Links

• PubChem: 163060095
• LOTUS: LTS0054822
• wikiData: Q105113289