[(2R,3S,4S,5R,6R)-6-[[(1S,2R,3R,5R,7R,10S,11R,14R,15S)-7-acetyloxy-2,6,6,10-tetramethyl-15-[(2R)-4-oxobutan-2-yl]-3-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: 09417f54-8137-42c4-9488-aaa03e26cef4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2R,3S,4S,5R,6R)-6-[[(1S,2R,3R,5R,7R,10S,11R,14R,15S)-7-acetyloxy-2,6,6,10-tetramethyl-15-[(2R)-4-oxobutan-2-yl]-3-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(CC=O)C1CCC23C1(C2)CCC4C3(C(CC5C4(CCC(C5(C)C)OC(=O)C)C)OC6C(C(C(C(O6)COC(=O)C)O)O)O)C
• SMILES (Isomeric): C[C@H](CC=O)[C@@H]1CC[C@@]23[C@@]1(C2)CC[C@H]4[C@]3([C@@H](C[C@@H]5[C@@]4(CC[C@H](C5(C)C)OC(=O)C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)COC(=O)C)O)O)O)C
• InChI: InChI=1S/C36H56O10/c1-19(11-15-37)22-8-14-36-18-35(22,36)13-9-24-33(6)12-10-26(44-21(3)39)32(4,5)25(33)16-27(34(24,36)7)46-31-30(42)29(41)28(40)23(45-31)17-43-20(2)38/h15,19,22-31,40-42H,8-14,16-18H2,1-7H3/t19-,22+,23-,24-,25+,26-,27-,28-,29+,30-,31+,33-,34+,35-,36-/m1/s1
• InChI Key: OZTWZOVEJSAGQU-ROJHCBQWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₆O₁₀
• Molecular Weight: 648.80 g/mol
• Exact Mass: 648.38734798 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.95
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6814	68.14%
Caco-2	-	0.8436	84.36%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8227	82.27%
OATP2B1 inhibitior	-	0.7144	71.44%
OATP1B1 inhibitior	+	0.7874	78.74%
OATP1B3 inhibitior	+	0.9243	92.43%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7450	74.50%
P-glycoprotein inhibitior	+	0.7173	71.73%
P-glycoprotein substrate	-	0.5605	56.05%
CYP3A4 substrate	+	0.7251	72.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8722	87.22%
CYP3A4 inhibition	-	0.8829	88.29%
CYP2C9 inhibition	-	0.6932	69.32%
CYP2C19 inhibition	-	0.8277	82.77%
CYP2D6 inhibition	-	0.9577	95.77%
CYP1A2 inhibition	-	0.8034	80.34%
CYP2C8 inhibition	+	0.5701	57.01%
CYP inhibitory promiscuity	-	0.9441	94.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7434	74.34%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9214	92.14%
Skin irritation	-	0.6913	69.13%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4876	48.76%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7706	77.06%
skin sensitisation	-	0.9136	91.36%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7739	77.39%
Acute Oral Toxicity (c)	III	0.4120	41.20%
Estrogen receptor binding	+	0.7028	70.28%
Androgen receptor binding	+	0.7365	73.65%
Thyroid receptor binding	-	0.6285	62.85%
Glucocorticoid receptor binding	+	0.6372	63.72%
Aromatase binding	+	0.7239	72.39%
PPAR gamma	+	0.6866	68.66%
Honey bee toxicity	-	0.6658	66.58%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6455	64.55%
Fish aquatic toxicity	+	0.9721	97.21%

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	98.15%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.37%	97.25%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	95.33%	97.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.13%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.33%	91.11%
CHEMBL3837	P07711	Cathepsin L	91.78%	96.61%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	91.47%	98.75%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.34%	96.47%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	89.99%	95.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.93%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.74%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	87.60%	83.82%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.40%	89.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.36%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.15%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.47%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.37%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.15%	91.19%
CHEMBL5028	O14672	ADAM10	84.84%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.84%	93.00%
CHEMBL237	P41145	Kappa opioid receptor	83.32%	98.10%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.69%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.50%	82.50%
CHEMBL2581	P07339	Cathepsin D	82.14%	98.95%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.99%	95.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.66%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.53%	92.50%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.25%	92.32%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.19%	85.31%
CHEMBL299	P17252	Protein kinase C alpha	80.13%	98.03%

Plants that contains it

• Dysoxylum cumingianum

Cross-Links

• PubChem: 101638196
• LOTUS: LTS0003795
• wikiData: Q105380648