[(3S,4aR,6aR,6aR,6bR,8S,8aS,12S,12aR,14aR,14bR)-8-hydroxy-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-1,2,3,4a,5,6,6a,7,8,9,10,12,12a,13,14,14a-hexadecahydropicen-3-yl] hexadecanoate

Details

• Internal ID: 08cbb2f4-4cbf-4a6d-a407-3b5d5df45f70
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3S,4aR,6aR,6aR,6bR,8S,8aS,12S,12aR,14aR,14bR)-8-hydroxy-4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-1,2,3,4a,5,6,6a,7,8,9,10,12,12a,13,14,14a-hexadecahydropicen-3-yl] hexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OC1CCC2(C3CCC4C5C(C(=C)CCC5(C(CC4(C3(CCC2C1(C)C)C)C)O)C)C)C
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@@H]4[C@H]5[C@@H](C(=C)CC[C@@]5([C@H](C[C@]4([C@@]3(CC[C@H]2C1(C)C)C)C)O)C)C)C
• InChI: InChI=1S/C46H80O3/c1-10-11-12-13-14-15-16-17-18-19-20-21-22-23-40(48)49-39-28-30-43(6)36(42(39,4)5)27-31-45(8)37(43)25-24-35-41-34(3)33(2)26-29-44(41,7)38(47)32-46(35,45)9/h34-39,41,47H,2,10-32H2,1,3-9H3/t34-,35-,36+,37-,38+,39+,41-,43+,44-,45-,46-/m1/s1
• InChI Key: SSOJEVCYYBQQEU-FIBMEZNKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₈₀O₃
• Molecular Weight: 681.10 g/mol
• Exact Mass: 680.61074641 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 15.50
• Atomic LogP (AlogP): 13.03
• H-Bond Acceptor: 3
• 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	+	1.0000	100.00%
Caco-2	-	0.8304	83.04%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7710	77.10%
OATP2B1 inhibitior	-	0.5622	56.22%
OATP1B1 inhibitior	+	0.8139	81.39%
OATP1B3 inhibitior	+	0.9696	96.96%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7989	79.89%
P-glycoprotein inhibitior	+	0.7051	70.51%
P-glycoprotein substrate	-	0.5145	51.45%
CYP3A4 substrate	+	0.7414	74.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	+	0.5242	52.42%
CYP2C9 inhibition	-	0.7215	72.15%
CYP2C19 inhibition	-	0.6435	64.35%
CYP2D6 inhibition	-	0.9337	93.37%
CYP1A2 inhibition	-	0.9182	91.82%
CYP2C8 inhibition	+	0.7130	71.30%
CYP inhibitory promiscuity	-	0.7343	73.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.6370	63.70%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.8890	88.90%
Skin irritation	+	0.5303	53.03%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3597	35.97%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7959	79.59%
skin sensitisation	+	0.4890	48.90%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.9015	90.15%
Acute Oral Toxicity (c)	III	0.7593	75.93%
Estrogen receptor binding	+	0.6915	69.15%
Androgen receptor binding	+	0.7567	75.67%
Thyroid receptor binding	-	0.5601	56.01%
Glucocorticoid receptor binding	-	0.4850	48.50%
Aromatase binding	+	0.6380	63.80%
PPAR gamma	+	0.6486	64.86%
Honey bee toxicity	-	0.7956	79.56%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.7918	79.18%
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	98.76%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.68%	97.25%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	94.29%	92.86%
CHEMBL2581	P07339	Cathepsin D	93.42%	98.95%
CHEMBL299	P17252	Protein kinase C alpha	93.38%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	93.27%	97.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.45%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	91.07%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.97%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.85%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.80%	82.69%
CHEMBL1871	P10275	Androgen Receptor	89.47%	96.43%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.34%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.23%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.87%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	87.51%	90.17%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.21%	82.50%
CHEMBL4040	P28482	MAP kinase ERK2	85.80%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.60%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.50%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.94%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.76%	95.56%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	83.89%	87.16%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.60%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	82.85%	91.19%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.46%	97.29%
CHEMBL5028	O14672	ADAM10	81.59%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.26%	94.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.80%	96.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.63%	86.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.07%	97.50%

Plants that contains it

• Achillea alexandri-regis
• Arnica lonchophylla

Cross-Links

• PubChem: 10974427
• LOTUS: LTS0141378
• wikiData: Q105259794