methyl (1S,4R,5R,9R,10R,12R,16R,17S,22S,24R,26R,28S)-28-methoxy-5,9,13,17,19,19-hexamethyl-23,29-dioxo-26-propan-2-yloctacyclo[14.11.2.01,10.04,9.012,24.016,24.017,22.026,28]nonacos-13-ene-5-carboxylate

Details

• Internal ID: 1d9e8c9a-3669-4008-8a58-add149204282
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: methyl (1S,4R,5R,9R,10R,12R,16R,17S,22S,24R,26R,28S)-28-methoxy-5,9,13,17,19,19-hexamethyl-23,29-dioxo-26-propan-2-yloctacyclo[14.11.2.01,10.04,9.012,24.016,24.017,22.026,28]nonacos-13-ene-5-carboxylate
• SMILES (Canonical): CC1=CCC23C(=O)C4(C56CCC7C(C5CC1C2(CC4(C6)C(C)C)C(=O)C8C3(CC(CC8)(C)C)C)(CCCC7(C)C(=O)OC)C)OC
• SMILES (Isomeric): CC1=CC[C@]23C(=O)[C@]4([C@]56CC[C@@H]7[C@@]([C@H]5C[C@H]1[C@@]2(C[C@]4(C6)C(C)C)C(=O)[C@@H]8[C@@]3(CC(CC8)(C)C)C)(CCC[C@@]7(C)C(=O)OC)C)OC
• InChI: InChI=1S/C41H60O5/c1-24(2)38-22-37-18-14-28-34(6,15-11-16-35(28,7)32(44)45-9)29(37)20-27-25(3)12-19-40(31(43)41(37,38)46-10)36(8)21-33(4,5)17-13-26(36)30(42)39(27,40)23-38/h12,24,26-29H,11,13-23H2,1-10H3/t26-,27-,28-,29-,34+,35-,36+,37+,38-,39+,40-,41-/m1/s1
• InChI Key: JYRFQGOFJUNCBO-KGJPAZKSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₀O₅
• Molecular Weight: 632.90 g/mol
• Exact Mass: 632.44407501 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 8.20
• Atomic LogP (AlogP): 8.53
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	-	0.7254	72.54%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7967	79.67%
OATP2B1 inhibitior	-	0.5849	58.49%
OATP1B1 inhibitior	+	0.8339	83.39%
OATP1B3 inhibitior	+	0.9186	91.86%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9791	97.91%
P-glycoprotein inhibitior	+	0.7708	77.08%
P-glycoprotein substrate	+	0.6504	65.04%
CYP3A4 substrate	+	0.7215	72.15%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.8546	85.46%
CYP3A4 inhibition	-	0.6654	66.54%
CYP2C9 inhibition	-	0.7270	72.70%
CYP2C19 inhibition	-	0.7751	77.51%
CYP2D6 inhibition	-	0.9351	93.51%
CYP1A2 inhibition	-	0.8444	84.44%
CYP2C8 inhibition	+	0.5418	54.18%
CYP inhibitory promiscuity	-	0.8237	82.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9320	93.20%
Carcinogenicity (trinary)	Non-required	0.5727	57.27%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8912	89.12%
Skin irritation	-	0.5837	58.37%
Skin corrosion	-	0.9678	96.78%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3785	37.85%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.6527	65.27%
skin sensitisation	-	0.6502	65.02%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8181	81.81%
Acute Oral Toxicity (c)	III	0.5830	58.30%
Estrogen receptor binding	+	0.6937	69.37%
Androgen receptor binding	+	0.7799	77.99%
Thyroid receptor binding	+	0.5962	59.62%
Glucocorticoid receptor binding	+	0.7493	74.93%
Aromatase binding	+	0.7230	72.30%
PPAR gamma	+	0.6543	65.43%
Honey bee toxicity	-	0.7442	74.42%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.89%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.94%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.60%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.15%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.09%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.72%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.72%	91.11%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	90.45%	95.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.43%	96.77%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.08%	93.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.62%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.54%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.40%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.01%	99.23%
CHEMBL2581	P07339	Cathepsin D	86.52%	98.95%
CHEMBL1871	P10275	Androgen Receptor	86.36%	96.43%
CHEMBL5255	O00206	Toll-like receptor 4	85.47%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.42%	94.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.15%	96.47%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.49%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	84.45%	91.19%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.18%	95.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.07%	92.62%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.71%	91.24%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.43%	91.03%

Plants that contains it

• Taiwania cryptomerioides

Cross-Links

• PubChem: 102425920
• LOTUS: LTS0153378
• wikiData: Q105137169