[(1S,2S,7R,8R)-7-hydroxy-1,5-dimethyl-8-[2-[(1R,2R,3R,7R,10S,11R,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,11]hexadecan-2-yl]ethyl]-6-oxabicyclo[3.2.1]octan-2-yl] acetate

Details

• Internal ID: fd3c4ee1-057d-46bd-affb-fc2c6e9e7ca7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(1S,2S,7R,8R)-7-hydroxy-1,5-dimethyl-8-[2-[(1R,2R,3R,7R,10S,11R,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,11]hexadecan-2-yl]ethyl]-6-oxabicyclo[3.2.1]octan-2-yl] acetate
• SMILES (Canonical): CC(C)C1CCC2(C3CCC45C3NC1C2(C4CCC5)CCC6C7(CCC(C6(C(O7)O)C)OC(=O)C)C)C
• SMILES (Isomeric): CC(C)[C@H]1CC[C@@]2([C@@H]3CC[C@@]45[C@@H]3N[C@@H]1[C@@]2([C@@H]4CCC5)CC[C@@H]6[C@]7([C@H](CCC6(O[C@H]7O)C)OC(=O)C)C)C
• InChI: InChI=1S/C32H51NO4/c1-18(2)20-9-14-28(4)21-10-16-31-13-7-8-23(31)32(28,25(20)33-26(21)31)17-11-22-29(5)15-12-24(36-19(3)34)30(22,6)27(35)37-29/h18,20-27,33,35H,7-17H2,1-6H3/t20-,21-,22+,23-,24+,25+,26-,27-,28-,29?,30+,31-,32+/m1/s1
• InChI Key: VQBLZPKBXFEWGF-GKJZXWAMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₁NO₄
• Molecular Weight: 513.80 g/mol
• Exact Mass: 513.38180911 g/mol
• Topological Polar Surface Area (TPSA): 67.80 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 5.83
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9349	93.49%
Caco-2	-	0.7551	75.51%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6283	62.83%
OATP2B1 inhibitior	-	0.5690	56.90%
OATP1B1 inhibitior	+	0.8453	84.53%
OATP1B3 inhibitior	+	0.8795	87.95%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6840	68.40%
P-glycoprotein inhibitior	-	0.5343	53.43%
P-glycoprotein substrate	+	0.5336	53.36%
CYP3A4 substrate	+	0.7147	71.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8064	80.64%
CYP3A4 inhibition	-	0.9081	90.81%
CYP2C9 inhibition	-	0.8630	86.30%
CYP2C19 inhibition	-	0.8679	86.79%
CYP2D6 inhibition	-	0.9384	93.84%
CYP1A2 inhibition	-	0.8794	87.94%
CYP2C8 inhibition	+	0.6407	64.07%
CYP inhibitory promiscuity	-	0.8318	83.18%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6285	62.85%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9150	91.50%
Skin irritation	-	0.7091	70.91%
Skin corrosion	-	0.9094	90.94%
Ames mutagenesis	-	0.5537	55.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6451	64.51%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.6322	63.22%
skin sensitisation	-	0.8634	86.34%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6569	65.69%
Acute Oral Toxicity (c)	III	0.5123	51.23%
Estrogen receptor binding	+	0.7406	74.06%
Androgen receptor binding	+	0.7547	75.47%
Thyroid receptor binding	+	0.5496	54.96%
Glucocorticoid receptor binding	+	0.6750	67.50%
Aromatase binding	+	0.8107	81.07%
PPAR gamma	+	0.6689	66.89%
Honey bee toxicity	-	0.6894	68.94%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	0.9286	92.86%

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	98.71%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.91%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.75%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.92%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.40%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.76%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.52%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	90.65%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.74%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.87%	100.00%
CHEMBL3837	P07711	Cathepsin L	86.25%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.24%	95.89%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	85.53%	99.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.10%	95.71%
CHEMBL221	P23219	Cyclooxygenase-1	84.94%	90.17%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.69%	97.28%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.60%	92.62%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.57%	96.61%
CHEMBL213	P08588	Beta-1 adrenergic receptor	84.08%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.52%	95.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.47%	89.05%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.28%	97.21%
CHEMBL233	P35372	Mu opioid receptor	83.27%	97.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.99%	89.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.59%	95.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.44%	96.47%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.19%	93.04%
CHEMBL1937	Q92769	Histone deacetylase 2	81.88%	94.75%
CHEMBL259	P32245	Melanocortin receptor 4	81.46%	95.38%
CHEMBL4683	Q12884	Fibroblast activation protein alpha	81.26%	93.07%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.14%	91.24%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.58%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.12%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	80.11%	97.79%

Plants that contains it

• Daphniphyllum pentandrum
• Garcinia mangostana
• Mangifera indica

Cross-Links

• PubChem: 163185813
• LOTUS: LTS0144235
• wikiData: Q104972316