[(2S,3R,4S,5S)-3,5-di(hexadecanoyloxy)-4-hydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hexadecanoyloxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: ad015ffe-4bdf-48fd-a710-ebb7bb789c8f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2S,3R,4S,5S)-3,5-di(hexadecanoyloxy)-4-hydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hexadecanoyloxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OC1CCC2(C(C1(C)C)CCC3(C2CC=C4C3(CCC5(C4CC(CC5)(C)C)C(=O)OC6C(C(C(CO6)OC(=O)CCCCCCCCCCCCCCC)O)OC(=O)CCCCCCCCCCCCCCC)C)C)C
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@H](CO6)OC(=O)CCCCCCCCCCCCCCC)O)OC(=O)CCCCCCCCCCCCCCC)C)C)C
• InChI: InChI=1S/C83H146O10/c1-11-14-17-20-23-26-29-32-35-38-41-44-47-50-71(84)90-67-64-89-76(75(74(67)87)92-73(86)52-49-46-43-40-37-34-31-28-25-22-19-16-13-3)93-77(88)83-61-59-78(4,5)63-66(83)65-53-54-69-80(8)57-56-70(79(6,7)68(80)55-58-82(69,10)81(65,9)60-62-83)91-72(85)51-48-45-42-39-36-33-30-27-24-21-18-15-12-2/h53,66-70,74-76,87H,11-52,54-64H2,1-10H3/t66-,67-,68-,69+,70-,74-,75+,76-,80-,81+,82+,83-/m0/s1
• InChI Key: ZSBBKHGHIDSRKO-QPELIVDWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₈₃H₁₄₆O₁₀
• Molecular Weight: 1304.00 g/mol
• Exact Mass: 1303.09160085 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 29.50
• Atomic LogP (AlogP): 23.23
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 47

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	-	0.8531	85.31%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8342	83.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7032	70.32%
OATP1B3 inhibitior	+	0.8494	84.94%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5641	56.41%
BSEP inhibitior	+	0.9607	96.07%
P-glycoprotein inhibitior	+	0.7589	75.89%
P-glycoprotein substrate	+	0.5299	52.99%
CYP3A4 substrate	+	0.7303	73.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8615	86.15%
CYP3A4 inhibition	-	0.7190	71.90%
CYP2C9 inhibition	-	0.7560	75.60%
CYP2C19 inhibition	-	0.8427	84.27%
CYP2D6 inhibition	-	0.9441	94.41%
CYP1A2 inhibition	-	0.8190	81.90%
CYP2C8 inhibition	+	0.7497	74.97%
CYP inhibitory promiscuity	-	0.8646	86.46%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6672	66.72%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9000	90.00%
Skin irritation	-	0.5822	58.22%
Skin corrosion	-	0.9519	95.19%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6420	64.20%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.8324	83.24%
skin sensitisation	-	0.8636	86.36%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8748	87.48%
Acute Oral Toxicity (c)	III	0.6395	63.95%
Estrogen receptor binding	+	0.7936	79.36%
Androgen receptor binding	+	0.7358	73.58%
Thyroid receptor binding	-	0.4933	49.33%
Glucocorticoid receptor binding	+	0.7493	74.93%
Aromatase binding	+	0.6461	64.61%
PPAR gamma	+	0.7621	76.21%
Honey bee toxicity	-	0.7827	78.27%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7535	75.35%
Fish aquatic toxicity	+	0.9927	99.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	99.69%	95.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.54%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.96%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.88%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.80%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.69%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	94.12%	92.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.86%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.10%	90.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.69%	96.77%
CHEMBL4302	P08183	P-glycoprotein 1	90.07%	92.98%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.73%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	85.71%	97.79%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.18%	92.62%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	85.12%	91.81%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.68%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.65%	97.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.26%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.80%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.53%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.08%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.62%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.45%	94.33%
CHEMBL1871	P10275	Androgen Receptor	81.21%	96.43%
CHEMBL299	P17252	Protein kinase C alpha	80.51%	98.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.49%	99.23%

Plants that contains it

• Ligustrum ovalifolium

Cross-Links

• PubChem: 101938475
• LOTUS: LTS0267145
• wikiData: Q105382392