[(3S,4S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-3,9,10-triacetyloxy-8a-(acetyloxymethyl)-8-hydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-4-yl]methyl acetate

Details

• Internal ID: 6d64d0aa-5db3-432f-b161-11d63e24d230
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3S,4S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-3,9,10-triacetyloxy-8a-(acetyloxymethyl)-8-hydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-4-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1(C2CCC3(C(C2(CCC1OC(=O)C)C)CC=C4C3(CC(C5(C4CC(C(C5OC(=O)C)OC(=O)C)(C)C)COC(=O)C)O)C)C)C
• SMILES (Isomeric): CC(=O)OC[C@@]1([C@@H]2CC[C@@]3([C@@H]([C@]2(CC[C@@H]1OC(=O)C)C)CC=C4[C@]3(C[C@H]([C@@]5([C@H]4CC([C@H]([C@@H]5OC(=O)C)OC(=O)C)(C)C)COC(=O)C)O)C)C)C
• InChI: InChI=1S/C40H60O11/c1-22(41)47-20-37(9)29-14-17-38(10)30(36(29,8)16-15-32(37)49-24(3)43)13-12-27-28-18-35(6,7)33(50-25(4)44)34(51-26(5)45)40(28,21-48-23(2)42)31(46)19-39(27,38)11/h12,28-34,46H,13-21H2,1-11H3/t28-,29+,30+,31+,32-,33-,34-,36-,37+,38+,39+,40-/m0/s1
• InChI Key: XJSRVKXLEZHOGP-XUJCYHNHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₀O₁₁
• Molecular Weight: 716.90 g/mol
• Exact Mass: 716.41356273 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.88
• H-Bond Acceptor: 11
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	-	0.8251	82.51%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.9120	91.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8222	82.22%
OATP1B3 inhibitior	+	0.8261	82.61%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5276	52.76%
BSEP inhibitior	+	0.9629	96.29%
P-glycoprotein inhibitior	+	0.7905	79.05%
P-glycoprotein substrate	-	0.6419	64.19%
CYP3A4 substrate	+	0.7057	70.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	-	0.8770	87.70%
CYP2C9 inhibition	-	0.8084	80.84%
CYP2C19 inhibition	-	0.8381	83.81%
CYP2D6 inhibition	-	0.9499	94.99%
CYP1A2 inhibition	-	0.8964	89.64%
CYP2C8 inhibition	+	0.6164	61.64%
CYP inhibitory promiscuity	-	0.9512	95.12%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6425	64.25%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9043	90.43%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9640	96.40%
Ames mutagenesis	-	0.7654	76.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7767	77.67%
skin sensitisation	-	0.8609	86.09%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5790	57.90%
Acute Oral Toxicity (c)	III	0.6649	66.49%
Estrogen receptor binding	+	0.6986	69.86%
Androgen receptor binding	+	0.7314	73.14%
Thyroid receptor binding	+	0.5346	53.46%
Glucocorticoid receptor binding	+	0.7692	76.92%
Aromatase binding	+	0.7125	71.25%
PPAR gamma	+	0.7240	72.40%
Honey bee toxicity	-	0.7998	79.98%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.9945	99.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	98.33%	91.65%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.41%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.38%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.25%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	92.78%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.04%	82.69%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.48%	94.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.70%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.82%	95.89%
CHEMBL5028	O14672	ADAM10	85.26%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.18%	97.09%
CHEMBL1859	O95180	Voltage-gated T-type calcium channel alpha-1H subunit	82.17%	98.57%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.04%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.95%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.19%	96.77%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.74%	95.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.73%	94.00%

Plants that contains it

• Napoleonaea imperialis

Cross-Links

• PubChem: 21594244
• LOTUS: LTS0011173
• wikiData: Q105329184