[(1S,3R,12S,14S,16R)-15-(5-acetyloxy-6-methylhepta-1,6-dien-2-yl)-7,7,12,16-tetramethyl-6-oxo-14-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] acetate

Details

• Internal ID: 795f8335-e35e-4643-9d26-d4c4259d8f76
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(1S,3R,12S,14S,16R)-15-(5-acetyloxy-6-methylhepta-1,6-dien-2-yl)-7,7,12,16-tetramethyl-6-oxo-14-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] acetate
• SMILES (Canonical): CC(=C)C(CCC(=C)C1C(CC2(C1(CCC34C2CCC5C3(C4)CCC(=O)C5(C)C)C)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=C)C(CCC(=C)C1[C@H](C[C@@]2([C@@]1(CC[C@]34C2CCC5[C@]3(C4)CCC(=O)C5(C)C)C)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C34H50O5/c1-20(2)24(38-22(4)35)11-10-21(3)29-25(39-23(5)36)18-32(9)27-13-12-26-30(6,7)28(37)14-15-33(26)19-34(27,33)17-16-31(29,32)8/h24-27,29H,1,3,10-19H2,2,4-9H3/t24?,25-,26?,27?,29?,31+,32-,33+,34-/m0/s1
• InChI Key: WCFSVOIQLMOWGB-BBJAEPBESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₀O₅
• Molecular Weight: 538.80 g/mol
• Exact Mass: 538.36582469 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 8.10
• Atomic LogP (AlogP): 7.38
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	-	0.7172	71.72%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7564	75.64%
OATP2B1 inhibitior	-	0.7099	70.99%
OATP1B1 inhibitior	+	0.8596	85.96%
OATP1B3 inhibitior	-	0.2971	29.71%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9495	94.95%
P-glycoprotein inhibitior	+	0.7101	71.01%
P-glycoprotein substrate	-	0.5776	57.76%
CYP3A4 substrate	+	0.6823	68.23%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	-	0.8524	85.24%
CYP3A4 inhibition	-	0.6780	67.80%
CYP2C9 inhibition	-	0.7402	74.02%
CYP2C19 inhibition	-	0.7724	77.24%
CYP2D6 inhibition	-	0.9534	95.34%
CYP1A2 inhibition	-	0.8695	86.95%
CYP2C8 inhibition	+	0.4911	49.11%
CYP inhibitory promiscuity	-	0.7587	75.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6570	65.70%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8933	89.33%
Skin irritation	-	0.5208	52.08%
Skin corrosion	-	0.9619	96.19%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4440	44.40%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.6573	65.73%
skin sensitisation	-	0.6035	60.35%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6499	64.99%
Acute Oral Toxicity (c)	III	0.7303	73.03%
Estrogen receptor binding	+	0.6981	69.81%
Androgen receptor binding	+	0.7459	74.59%
Thyroid receptor binding	+	0.5553	55.53%
Glucocorticoid receptor binding	+	0.7685	76.85%
Aromatase binding	+	0.7720	77.20%
PPAR gamma	+	0.6417	64.17%
Honey bee toxicity	-	0.5923	59.23%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.83%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.63%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.57%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.93%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.03%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	90.65%	91.19%
CHEMBL1937	Q92769	Histone deacetylase 2	88.05%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.72%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.67%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.24%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.59%	100.00%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	82.49%	94.97%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.42%	91.24%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.26%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.85%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.76%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.64%	90.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.63%	100.00%
CHEMBL4105786	P41182	B-cell lymphoma 6 protein	80.04%	92.86%

Plants that contains it

• Parthenium argentatum

Cross-Links

• PubChem: 5319930
• LOTUS: LTS0103057
• wikiData: Q105301410