beta-Amyrin palmitate

Details

• Internal ID: 093c14b9-69d2-4a4b-8595-f559e14dccdb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3S,4aR,6aR,6bS,8aR,12aR,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] hexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OC1CCC2(C(C1(C)C)CCC3(C2CC=C4C3(CCC5(C4CC(CC5)(C)C)C)C)C)C
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C)C)C)C
• InChI: InChI=1S/C46H80O2/c1-10-11-12-13-14-15-16-17-18-19-20-21-22-23-40(47)48-39-27-28-44(7)37(42(39,4)5)26-29-46(9)38(44)25-24-35-36-34-41(2,3)30-31-43(36,6)32-33-45(35,46)8/h24,36-39H,10-23,25-34H2,1-9H3/t36-,37-,38+,39-,43+,44-,45+,46+/m0/s1
• InChI Key: VFSRKCNYYCXRGI-JWDOTDQPSA-N
• Popularity: 11 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₈₀O₂
• Molecular Weight: 665.10 g/mol
• Exact Mass: 664.61583179 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 17.10
• Atomic LogP (AlogP): 14.20
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 15

Synonyms

• Amyrin palmitate
• 5973-06-8
• Balanophorin A
• -Amyryl hexadecanoate
• CHEMBL455449
• HY-N2924
• AKOS032962191
• CS-0023530
• [(3S,4aR,6aR,6bS,8aR,12aR,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] hexadecanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.7888	78.88%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5882	58.82%
OATP2B1 inhibitior	-	0.5671	56.71%
OATP1B1 inhibitior	+	0.7425	74.25%
OATP1B3 inhibitior	+	0.9632	96.32%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9533	95.33%
P-glycoprotein inhibitior	+	0.7324	73.24%
P-glycoprotein substrate	-	0.6890	68.90%
CYP3A4 substrate	+	0.7019	70.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.7876	78.76%
CYP2C9 inhibition	-	0.8472	84.72%
CYP2C19 inhibition	+	0.7145	71.45%
CYP2D6 inhibition	-	0.9134	91.34%
CYP1A2 inhibition	-	0.9025	90.25%
CYP2C8 inhibition	+	0.6135	61.35%
CYP inhibitory promiscuity	-	0.5850	58.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.5112	51.12%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.8870	88.70%
Skin irritation	-	0.6018	60.18%
Skin corrosion	-	0.9862	98.62%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3990	39.90%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	+	0.6354	63.54%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7758	77.58%
Acute Oral Toxicity (c)	III	0.8600	86.00%
Estrogen receptor binding	+	0.6738	67.38%
Androgen receptor binding	+	0.6807	68.07%
Thyroid receptor binding	-	0.5233	52.33%
Glucocorticoid receptor binding	+	0.6726	67.26%
Aromatase binding	+	0.6325	63.25%
PPAR gamma	+	0.5844	58.44%
Honey bee toxicity	-	0.8847	88.47%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.8723	87.23%
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	98.29%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.14%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.23%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.47%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.43%	97.25%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.81%	95.17%
CHEMBL221	P23219	Cyclooxygenase-1	94.27%	90.17%
CHEMBL5255	O00206	Toll-like receptor 4	92.57%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.54%	99.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.76%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.67%	97.09%
CHEMBL299	P17252	Protein kinase C alpha	87.89%	98.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.85%	100.00%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	86.46%	91.81%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.83%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.67%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.62%	92.62%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	85.49%	90.24%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.71%	96.77%
CHEMBL3180	O00748	Carboxylesterase 2	83.54%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.15%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.36%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.53%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.83%	93.03%

Plants that contains it

• Apium graveolens
• Balanophora fungosa
• Brachylaena ramiflora
• Celastrus hypoleucus
• Cynanchum formosanum
• Elateriospermum tapos
• Pinus monophylla
• Sambucus canadensis
• Tabernaemontana divaricata

Cross-Links

• PubChem: 13915599
• NPASS: NPC91525
• LOTUS: LTS0162161
• wikiData: Q105285577