[(2S,3Z,3aS,5aR,7S,9aR,9bS)-3-[(3E,5E,7S)-6,10-dimethyl-7-(3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl)oxyundeca-3,5,9-trien-2-ylidene]-3a,6,6,9a-tetramethyl-2-(3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl)oxy-2,4,5,5a,7,8,9,9b-octahydro-1H-cyclopenta[a]naphthalen-7-yl] 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Details

• Internal ID: 8a392d42-8d38-415b-bb1a-a0a5ebe11be3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2S,3Z,3aS,5aR,7S,9aR,9bS)-3-[(3E,5E,7S)-6,10-dimethyl-7-(3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl)oxyundeca-3,5,9-trien-2-ylidene]-3a,6,6,9a-tetramethyl-2-(3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl)oxy-2,4,5,5a,7,8,9,9b-octahydro-1H-cyclopenta[a]naphthalen-7-yl] 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
• SMILES (Canonical): CC(=CCC(C(=CC=CC(=C1C(CC2C1(CCC3C2(CCC(C3(C)C)OC(=O)C(C4=CC=CC=C4)(C(F)(F)F)OC)C)C)OC(=O)C(C5=CC=CC=C5)(C(F)(F)F)OC)C)C)OC(=O)C(C6=CC=CC=C6)(C(F)(F)F)OC)C
• SMILES (Isomeric): CC(=CC[C@@H](/C(=C/C=C/C(=C/1\[C@H](C[C@@H]2[C@@]1(CC[C@@H]3[C@@]2(CC[C@@H](C3(C)C)OC(=O)C(C4=CC=CC=C4)(C(F)(F)F)OC)C)C)OC(=O)C(C5=CC=CC=C5)(C(F)(F)F)OC)/C)/C)OC(=O)C(C6=CC=CC=C6)(C(F)(F)F)OC)C
• InChI: InChI=1S/C60H69F9O9/c1-37(2)30-31-43(76-49(70)55(73-9,58(61,62)63)40-24-15-12-16-25-40)38(3)22-21-23-39(4)48-44(77-50(71)56(74-10,59(64,65)66)41-26-17-13-18-27-41)36-46-53(7)35-33-47(52(5,6)45(53)32-34-54(46,48)8)78-51(72)57(75-11,60(67,68)69)42-28-19-14-20-29-42/h12-30,43-47H,31-36H2,1-11H3/b23-21+,38-22+,48-39+/t43-,44-,45-,46-,47-,53-,54-,55?,56?,57?/m0/s1
• InChI Key: JTJDLJMVBZZACL-MQRURJHYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₆₉F₉O₉
• Molecular Weight: 1105.20 g/mol
• Exact Mass: 1104.47978723 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 16.40
• Atomic LogP (AlogP): 14.47
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	-	0.8514	85.14%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8094	80.94%
OATP2B1 inhibitior	-	0.7242	72.42%
OATP1B1 inhibitior	+	0.8135	81.35%
OATP1B3 inhibitior	+	0.8739	87.39%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9962	99.62%
P-glycoprotein inhibitior	+	0.7602	76.02%
P-glycoprotein substrate	+	0.6397	63.97%
CYP3A4 substrate	+	0.7360	73.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8146	81.46%
CYP3A4 inhibition	-	0.7556	75.56%
CYP2C9 inhibition	-	0.6088	60.88%
CYP2C19 inhibition	-	0.8032	80.32%
CYP2D6 inhibition	-	0.9177	91.77%
CYP1A2 inhibition	-	0.7695	76.95%
CYP2C8 inhibition	+	0.8274	82.74%
CYP inhibitory promiscuity	-	0.7249	72.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9093	90.93%
Carcinogenicity (trinary)	Non-required	0.6156	61.56%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8999	89.99%
Skin irritation	-	0.6944	69.44%
Skin corrosion	-	0.9505	95.05%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8355	83.55%
Micronuclear	-	0.6226	62.26%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8034	80.34%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5853	58.53%
Acute Oral Toxicity (c)	III	0.5617	56.17%
Estrogen receptor binding	+	0.7309	73.09%
Androgen receptor binding	+	0.7384	73.84%
Thyroid receptor binding	+	0.7010	70.10%
Glucocorticoid receptor binding	+	0.7671	76.71%
Aromatase binding	+	0.6199	61.99%
PPAR gamma	+	0.7830	78.30%
Honey bee toxicity	-	0.6479	64.79%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.42%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	96.38%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.03%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.23%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.00%	82.69%
CHEMBL2581	P07339	Cathepsin D	93.42%	98.95%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	92.67%	94.97%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	92.50%	94.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.39%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.57%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.21%	94.08%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.45%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.74%	97.25%
CHEMBL5028	O14672	ADAM10	86.22%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.22%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.30%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.12%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.64%	97.28%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.52%	99.17%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	82.83%	92.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.83%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.17%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.92%	99.23%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.79%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.65%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44575211
• LOTUS: LTS0037995
• wikiData: Q105134789