[(2S,3R,4R,4aR,6aR,6aS,6bR,8aR,10R,12aR,14bS)-4,10-diacetyloxy-2,3-dihydroxy-4a,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-2-yl]methyl hexadecanoate

Details

• Internal ID: d105eb9a-8ab2-4744-ad2a-25e599064b89
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2S,3R,4R,4aR,6aR,6aS,6bR,8aR,10R,12aR,14bS)-4,10-diacetyloxy-2,3-dihydroxy-4a,6a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-2-yl]methyl hexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OCC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(C(C1O)OC(=O)C)C)C)C)(C)C)OC(=O)C)C)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)OC[C@]1(C[C@H]2C3=CC[C@@H]4[C@]5(CC[C@H](C([C@@H]5CC[C@]4([C@@]3(CC[C@]2([C@H]([C@H]1O)OC(=O)C)C)C)C)(C)C)OC(=O)C)C)O
• InChI: InChI=1S/C49H82O8/c1-10-11-12-13-14-15-16-17-18-19-20-21-22-23-41(52)55-33-49(54)32-37-36-24-25-39-46(7)28-27-40(56-34(2)50)44(4,5)38(46)26-29-48(39,9)47(36,8)31-30-45(37,6)43(42(49)53)57-35(3)51/h24,37-40,42-43,53-54H,10-23,25-33H2,1-9H3/t37-,38-,39+,40+,42+,43-,45+,46-,47+,48+,49-/m0/s1
• InChI Key: XQGWRDHKNSYJLV-JBTPRLMASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₈₂O₈
• Molecular Weight: 799.20 g/mol
• Exact Mass: 798.60096957 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 12.80
• Atomic LogP (AlogP): 10.98
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9902	99.02%
Caco-2	-	0.8405	84.05%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.9113	91.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7113	71.13%
OATP1B3 inhibitior	+	0.8369	83.69%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7318	73.18%
BSEP inhibitior	+	0.9671	96.71%
P-glycoprotein inhibitior	+	0.7698	76.98%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7192	71.92%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.8650	86.50%
CYP3A4 inhibition	-	0.6464	64.64%
CYP2C9 inhibition	-	0.7756	77.56%
CYP2C19 inhibition	-	0.8711	87.11%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	-	0.8623	86.23%
CYP2C8 inhibition	+	0.7201	72.01%
CYP inhibitory promiscuity	-	0.9152	91.52%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6718	67.18%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9045	90.45%
Skin irritation	+	0.5606	56.06%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	-	0.8270	82.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4814	48.14%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8681	86.81%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9392	93.92%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6921	69.21%
Acute Oral Toxicity (c)	III	0.5977	59.77%
Estrogen receptor binding	+	0.7555	75.55%
Androgen receptor binding	+	0.7192	71.92%
Thyroid receptor binding	-	0.5102	51.02%
Glucocorticoid receptor binding	+	0.7220	72.20%
Aromatase binding	+	0.6459	64.59%
PPAR gamma	+	0.7179	71.79%
Honey bee toxicity	-	0.8076	80.76%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7898	78.98%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.93%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.43%	90.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.37%	95.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	96.35%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.24%	91.11%
CHEMBL299	P17252	Protein kinase C alpha	95.88%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	94.56%	97.79%
CHEMBL2581	P07339	Cathepsin D	94.46%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.14%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.54%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.77%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	92.47%	92.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.28%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.24%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.57%	96.77%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.33%	93.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.11%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.43%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.20%	91.19%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.74%	100.00%
CHEMBL3180	O00748	Carboxylesterase 2	86.63%	90.00%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	85.72%	91.81%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.72%	95.89%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.94%	92.86%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.62%	96.90%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.99%	93.56%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	81.22%	96.00%
CHEMBL5028	O14672	ADAM10	80.88%	97.50%

Plants that contains it

• Saussurea muliensis

Cross-Links

• PubChem: 101865516
• LOTUS: LTS0132360
• wikiData: Q105339698