alpha-Amyrin palmitate

Details

• Internal ID: 4c4c3876-ed58-472d-8982-291725a6579c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3S,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bR)-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl] hexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OC1CCC2(C(C1(C)C)CCC3(C2CC=C4C3(CCC5(C4C(C(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]4[C@H]([C@@H](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)48-39-28-30-44(7)37(42(39,4)5)27-31-46(9)38(44)25-24-36-41-35(3)34(2)26-29-43(41,6)32-33-45(36,46)8/h24,34-35,37-39,41H,10-23,25-33H2,1-9H3/t34-,35+,37+,38-,39+,41+,43-,44+,45-,46-/m1/s1
• InChI Key: BHPGRVQWTLDDQX-IBZMRETLSA-N
• Popularity: 0 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: 16.90
• Atomic LogP (AlogP): 14.06
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 15

Synonyms

• 22255-10-3
• [(3S,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bR)-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl] hexadecanoate
• alpha-Amyryl hexadecanoate
• Urs-12-en-3beta-ol palmitate
• C46-H80-O2
• ??-Amyrin palmitate
• Urs-12-en-3-ol, 3-hexadecanoate, (3|A)-
• SCHEMBL4426242
• CHEBI:176284
• EX-A7101
• HY-N2843
• AKOS040761338
• Urs-12-en-3-ol, hexadecanoate, (3)-
• CS-0023419
• (3S,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bR)-4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl palmitate
• Urs-12-en-3-ol, palmitate ; 3-Palmitoyl--amyrin; -Amyrin hexadecanoate; -Amyrin palmitate; -Amyryl hexadecanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.7958	79.58%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5882	58.82%
OATP2B1 inhibitior	-	0.5664	56.64%
OATP1B1 inhibitior	+	0.7893	78.93%
OATP1B3 inhibitior	+	0.9632	96.32%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9505	95.05%
P-glycoprotein inhibitior	+	0.7344	73.44%
P-glycoprotein substrate	-	0.5914	59.14%
CYP3A4 substrate	+	0.7102	71.02%
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	+	0.6983	69.83%
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	-	0.8919	89.19%
Skin irritation	-	0.6018	60.18%
Skin corrosion	-	0.9862	98.62%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3963	39.63%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	+	0.6354	63.54%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8172	81.72%
Acute Oral Toxicity (c)	III	0.8600	86.00%
Estrogen receptor binding	+	0.7021	70.21%
Androgen receptor binding	+	0.7366	73.66%
Thyroid receptor binding	-	0.5344	53.44%
Glucocorticoid receptor binding	+	0.6430	64.30%
Aromatase binding	+	0.6176	61.76%
PPAR gamma	+	0.6277	62.77%
Honey bee toxicity	-	0.8620	86.20%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.8623	86.23%
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	98.31%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.26%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.01%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.73%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.68%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	91.89%	90.17%
CHEMBL5255	O00206	Toll-like receptor 4	91.61%	92.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.57%	82.69%
CHEMBL299	P17252	Protein kinase C alpha	91.00%	98.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.78%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.77%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.12%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.37%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	85.34%	97.79%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.99%	93.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.40%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.49%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.32%	92.62%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.29%	85.30%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.23%	95.17%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	80.26%	91.81%

Plants that contains it

• Artemisia pedemontana
• Benkara malabarica
• Brachylaena ramiflora
• Calea cuneifolia
• Cynanchum formosanum
• Dracocephalum moldavica
• Eucalyptus rubida
• Eurya japonica
• Gymnadenia conopsea
• Hemionitis lemmonii
• Juniperus formosana
• Mucuna urens
• Murdannia triquetra
• Neolitsea dealbata
• Ozothamnus ferrugineus
• Phlomis nissolii
• Pinus monophylla
• Piper marginatum
• Sambucus canadensis
• Sambucus javanica
• Santalum album
• Scabiosa comosa
• Stephania merrillii
• Styrax japonicus
• Tanacetum balsamitoides
• Verbascum spinosum
• Viburnum furcatum
• Viburnum jucundum
• Viburnum mathewsii

Cross-Links

• PubChem: 10394654
• NPASS: NPC286099
• LOTUS: LTS0013204
• wikiData: Q104936147