[9-[3-(4-Hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-3a-yl]methyl hexadecanoate

Details

• Internal ID: aef8ea89-da6b-464f-a36b-bbb1b1adcf97
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [9-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxy]-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-3a-yl]methyl hexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OCC12CCC(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC(=O)C=CC6=CC(=C(C=C6)O)OC)C)C(=C)C
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)OCC12CCC(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC(=O)C=CC6=CC(=C(C=C6)O)OC)C)C(=C)C
• InChI: InChI=1S/C56H88O6/c1-10-11-12-13-14-15-16-17-18-19-20-21-22-23-49(58)61-39-56-35-30-42(40(2)3)51(56)43-26-28-47-53(6)33-32-48(62-50(59)29-25-41-24-27-44(57)45(38-41)60-9)52(4,5)46(53)31-34-55(47,8)54(43,7)36-37-56/h24-25,27,29,38,42-43,46-48,51,57H,2,10-23,26,28,30-37,39H2,1,3-9H3
• InChI Key: TZXRTTWGCVMRTH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₈₈O₆
• Molecular Weight: 857.30 g/mol
• Exact Mass: 856.65809052 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 18.50
• Atomic LogP (AlogP): 15.01
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	-	0.8508	85.08%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.8778	87.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8337	83.37%
OATP1B3 inhibitior	+	0.9029	90.29%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9897	98.97%
P-glycoprotein inhibitior	+	0.7612	76.12%
P-glycoprotein substrate	+	0.6794	67.94%
CYP3A4 substrate	+	0.7385	73.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8589	85.89%
CYP3A4 inhibition	+	0.5645	56.45%
CYP2C9 inhibition	-	0.5587	55.87%
CYP2C19 inhibition	-	0.5606	56.06%
CYP2D6 inhibition	-	0.8933	89.33%
CYP1A2 inhibition	-	0.6108	61.08%
CYP2C8 inhibition	+	0.9026	90.26%
CYP inhibitory promiscuity	-	0.6703	67.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8920	89.20%
Carcinogenicity (trinary)	Non-required	0.6513	65.13%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.9044	90.44%
Skin irritation	-	0.7144	71.44%
Skin corrosion	-	0.9688	96.88%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7725	77.25%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8382	83.82%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9382	93.82%
Acute Oral Toxicity (c)	III	0.5723	57.23%
Estrogen receptor binding	+	0.8132	81.32%
Androgen receptor binding	+	0.8047	80.47%
Thyroid receptor binding	+	0.5420	54.20%
Glucocorticoid receptor binding	+	0.7509	75.09%
Aromatase binding	+	0.6499	64.99%
PPAR gamma	+	0.7565	75.65%
Honey bee toxicity	-	0.7348	73.48%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7087	70.87%
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	99.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.71%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.33%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.64%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.51%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.13%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.30%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	92.56%	89.62%
CHEMBL240	Q12809	HERG	91.37%	89.76%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.64%	100.00%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	90.46%	83.65%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.18%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.17%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.67%	100.00%
CHEMBL2581	P07339	Cathepsin D	89.48%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	88.78%	97.79%
CHEMBL340	P08684	Cytochrome P450 3A4	88.68%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.22%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	87.25%	92.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.65%	97.09%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.41%	80.78%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	84.61%	100.00%
CHEMBL5028	O14672	ADAM10	83.29%	97.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.91%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.89%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.72%	96.95%
CHEMBL3524	P56524	Histone deacetylase 4	82.19%	92.97%
CHEMBL3194	P02766	Transthyretin	80.73%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.69%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	80.56%	91.49%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.52%	90.71%

Plants that contains it

• Diospyros maritima
• Peltodon longipes

Cross-Links

• PubChem: 85254794
• LOTUS: LTS0095779
• wikiData: Q105308231