Sambucilate

Details

• Internal ID: 3364a792-df25-4162-942a-8f63ba9846f5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(1S,3S,4aS,6aR,6bS,8aR,11R,12S,12aR,14aS,14bS)-1-hydroxy-4,4,6a,6b,8a,11,12,14b-octamethyl-14-oxo-1,2,3,4a,5,6,7,8,9,10,11,12,12a,14a-tetradecahydropicen-3-yl] hexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OC1CC(C2(C(C1(C)C)CCC3(C2C(=O)C=C4C3(CCC5(C4C(C(CC5)C)C)C)C)C)C)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)O[C@H]1C[C@@H]([C@]2([C@H](C1(C)C)CC[C@@]3([C@@H]2C(=O)C=C4[C@]3(CC[C@@]5([C@H]4[C@H]([C@@H](CC5)C)C)C)C)C)C)O
• InChI: InChI=1S/C46H78O4/c1-10-11-12-13-14-15-16-17-18-19-20-21-22-23-39(49)50-38-31-37(48)46(9)36(42(38,4)5)25-27-45(8)41(46)35(47)30-34-40-33(3)32(2)24-26-43(40,6)28-29-44(34,45)7/h30,32-33,36-38,40-41,48H,10-29,31H2,1-9H3/t32-,33+,36+,37+,38+,40+,41+,43-,44-,45-,46-/m1/s1
• InChI Key: DCFFXRHWUWIAHM-XVLYEGEHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₈O₄
• Molecular Weight: 695.10 g/mol
• Exact Mass: 694.59001097 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 14.90
• Atomic LogP (AlogP): 12.21
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	-	0.8090	80.90%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7982	79.82%
OATP2B1 inhibitior	-	0.5700	57.00%
OATP1B1 inhibitior	+	0.7271	72.71%
OATP1B3 inhibitior	+	0.9062	90.62%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9474	94.74%
P-glycoprotein inhibitior	+	0.7508	75.08%
P-glycoprotein substrate	+	0.5727	57.27%
CYP3A4 substrate	+	0.7195	71.95%
CYP2C9 substrate	-	0.7735	77.35%
CYP2D6 substrate	-	0.9017	90.17%
CYP3A4 inhibition	+	0.5094	50.94%
CYP2C9 inhibition	-	0.8815	88.15%
CYP2C19 inhibition	-	0.8762	87.62%
CYP2D6 inhibition	-	0.9275	92.75%
CYP1A2 inhibition	-	0.8969	89.69%
CYP2C8 inhibition	+	0.7127	71.27%
CYP inhibitory promiscuity	-	0.8472	84.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.6654	66.54%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9039	90.39%
Skin irritation	+	0.6824	68.24%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4341	43.41%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7362	73.62%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9281	92.81%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7866	78.66%
Acute Oral Toxicity (c)	III	0.6571	65.71%
Estrogen receptor binding	+	0.7162	71.62%
Androgen receptor binding	+	0.7553	75.53%
Thyroid receptor binding	-	0.5170	51.70%
Glucocorticoid receptor binding	+	0.6698	66.98%
Aromatase binding	+	0.6507	65.07%
PPAR gamma	+	0.6483	64.83%
Honey bee toxicity	-	0.8107	81.07%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7887	78.87%
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	98.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.18%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.66%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.25%	97.25%
CHEMBL299	P17252	Protein kinase C alpha	94.52%	98.03%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.43%	82.69%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	93.37%	94.78%
CHEMBL221	P23219	Cyclooxygenase-1	92.79%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.87%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.79%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.46%	99.17%
CHEMBL2996	Q05655	Protein kinase C delta	91.26%	97.79%
CHEMBL5255	O00206	Toll-like receptor 4	90.16%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.06%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.01%	99.23%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.00%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.27%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.63%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.60%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.21%	95.89%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	83.93%	85.94%
CHEMBL340	P08684	Cytochrome P450 3A4	83.46%	91.19%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.60%	85.30%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.49%	92.94%
CHEMBL1871	P10275	Androgen Receptor	81.36%	96.43%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.23%	92.62%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	80.55%	91.81%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.02%	92.08%

Plants that contains it

• Aconitum campylorrhynchum
• Heliotropium glutinosum
• Narcissus triandrus
• Osmitopsis osmitoides
• Psiadia ceylanica
• Tanacetum praeteritum

Cross-Links

• PubChem: 54753312
• NPASS: NPC91920