[(2R,3S)-1-acetyloxy-6-[(1R,2S,3R,4S,7R,8R,13R,14R)-4-[(4R,5S)-6-acetyloxy-4-hydroxy-4-methyl-5-(3-methylbutanoyloxy)hexyl]-1,4,7,14-tetrahydroxy-8,13-dimethyl-2,3-bis(2-methylpropyl)cyclohexadecyl]-3-hydroxy-3-methylhexan-2-yl] (2R)-2-methylbutanoate

Details

• Internal ID: 8da705f0-3902-49b5-9a7c-d76cf2eb9da6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2R,3S)-1-acetyloxy-6-[(1R,2S,3R,4S,7R,8R,13R,14R)-4-[(4R,5S)-6-acetyloxy-4-hydroxy-4-methyl-5-(3-methylbutanoyloxy)hexyl]-1,4,7,14-tetrahydroxy-8,13-dimethyl-2,3-bis(2-methylpropyl)cyclohexadecyl]-3-hydroxy-3-methylhexan-2-yl] (2R)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC(COC(=O)C)C(C)(CCCC1(CCC(C(CCCCC(C(CCC(C(C1CC(C)C)CC(C)C)(CCCC(C)(C(COC(=O)C)OC(=O)CC(C)C)O)O)O)C)C)O)O)O
• SMILES (Isomeric): CC[C@@H](C)C(=O)O[C@H](COC(=O)C)[C@](C)(CCC[C@]1(CC[C@H]([C@@H](CCCC[C@H]([C@@H](CC[C@]([C@@H]([C@@H]1CC(C)C)CC(C)C)(CCC[C@](C)([C@H](COC(=O)C)OC(=O)CC(C)C)O)O)O)C)C)O)O)O
• InChI: InChI=1S/C54H100O14/c1-15-38(8)50(60)68-48(34-66-42(12)56)52(14,62)25-19-27-54(64)29-23-46(58)40(10)21-17-16-20-39(9)45(57)22-28-53(63,43(30-35(2)3)44(54)31-36(4)5)26-18-24-51(13,61)47(33-65-41(11)55)67-49(59)32-37(6)7/h35-40,43-48,57-58,61-64H,15-34H2,1-14H3/t38-,39-,40-,43-,44+,45-,46-,47+,48-,51-,52+,53+,54-/m1/s1
• InChI Key: AECOBYGDMOOWOM-IYKSSPBFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₁₀₀O₁₄
• Molecular Weight: 973.40 g/mol
• Exact Mass: 972.71130786 g/mol
• Topological Polar Surface Area (TPSA): 227.00 Ų
• XlogP: 9.50
• Atomic LogP (AlogP): 8.79
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 24

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9480	94.80%
Caco-2	-	0.8618	86.18%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8981	89.81%
OATP2B1 inhibitior	-	0.8721	87.21%
OATP1B1 inhibitior	+	0.8490	84.90%
OATP1B3 inhibitior	+	0.9296	92.96%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4657	46.57%
P-glycoprotein inhibitior	+	0.7598	75.98%
P-glycoprotein substrate	+	0.6845	68.45%
CYP3A4 substrate	+	0.7056	70.56%
CYP2C9 substrate	-	0.6090	60.90%
CYP2D6 substrate	-	0.8633	86.33%
CYP3A4 inhibition	-	0.7870	78.70%
CYP2C9 inhibition	-	0.8401	84.01%
CYP2C19 inhibition	-	0.8851	88.51%
CYP2D6 inhibition	-	0.9425	94.25%
CYP1A2 inhibition	-	0.8795	87.95%
CYP2C8 inhibition	+	0.5413	54.13%
CYP inhibitory promiscuity	-	0.9832	98.32%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6386	63.86%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.9019	90.19%
Skin irritation	-	0.7950	79.50%
Skin corrosion	-	0.9789	97.89%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6455	64.55%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6473	64.73%
skin sensitisation	-	0.8575	85.75%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5550	55.50%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5985	59.85%
Acute Oral Toxicity (c)	III	0.4169	41.69%
Estrogen receptor binding	+	0.7884	78.84%
Androgen receptor binding	+	0.7537	75.37%
Thyroid receptor binding	-	0.5223	52.23%
Glucocorticoid receptor binding	+	0.7349	73.49%
Aromatase binding	+	0.6533	65.33%
PPAR gamma	+	0.7672	76.72%
Honey bee toxicity	-	0.7625	76.25%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9594	95.94%

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	99.60%	97.25%
CHEMBL2581	P07339	Cathepsin D	98.02%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.93%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.99%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.76%	93.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.09%	82.69%
CHEMBL237	P41145	Kappa opioid receptor	92.32%	98.10%
CHEMBL2413	P32246	C-C chemokine receptor type 1	91.73%	89.50%
CHEMBL226	P30542	Adenosine A1 receptor	91.48%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.08%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.04%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	89.71%	92.50%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	88.75%	90.93%
CHEMBL236	P41143	Delta opioid receptor	88.39%	99.35%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.29%	98.75%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.26%	97.29%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.29%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.67%	96.47%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.87%	95.71%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.80%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.57%	97.14%
CHEMBL206	P03372	Estrogen receptor alpha	84.00%	97.64%
CHEMBL268	P43235	Cathepsin K	83.98%	96.85%
CHEMBL2996	Q05655	Protein kinase C delta	83.88%	97.79%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.70%	96.90%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.13%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.96%	94.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.95%	96.61%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.66%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.24%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.16%	93.04%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	81.78%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.57%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.25%	96.95%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.23%	99.18%

Plants that contains it

• Trixis vauthieri

Cross-Links

• PubChem: 162942449
• LOTUS: LTS0131054
• wikiData: Q104909964