[(4S,8E,10E,12E,14E,16E,18E,20E,22E,24E)-6,6,10,14,19,23-hexamethyl-2,7-dioxo-25-[(1S,2R,4S)-1,2,4-trihydroxy-2,6,6-trimethylcyclohexyl]pentacosa-8,10,12,14,16,18,20,22,24-nonaen-4-yl] tetradecanoate

Details

• Internal ID: 441c37c1-6ea2-421c-8201-46bde81450b4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquaterpenoids
• IUPAC Name: [(4S,8E,10E,12E,14E,16E,18E,20E,22E,24E)-6,6,10,14,19,23-hexamethyl-2,7-dioxo-25-[(1S,2R,4S)-1,2,4-trihydroxy-2,6,6-trimethylcyclohexyl]pentacosa-8,10,12,14,16,18,20,22,24-nonaen-4-yl] tetradecanoate
• SMILES (Canonical): CCCCCCCCCCCCCC(=O)OC(CC(=O)C)CC(C)(C)C(=O)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC1(C(CC(CC1(C)O)O)(C)C)O)C)C
• SMILES (Isomeric): CCCCCCCCCCCCCC(=O)O[C@H](CC(=O)C)CC(C)(C)C(=O)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@]1([C@](C[C@H](CC1(C)C)O)(C)O)O)/C)/C
• InChI: InChI=1S/C54H84O7/c1-12-13-14-15-16-17-18-19-20-21-22-33-50(58)61-48(38-46(6)55)41-51(7,8)49(57)35-34-44(4)31-25-29-42(2)27-23-24-28-43(3)30-26-32-45(5)36-37-54(60)52(9,10)39-47(56)40-53(54,11)59/h23-32,34-37,47-48,56,59-60H,12-22,33,38-41H2,1-11H3/b24-23+,29-25+,30-26+,35-34+,37-36+,42-27+,43-28+,44-31+,45-32+/t47-,48+,53+,54-/m0/s1
• InChI Key: QDZWWJNTPKQWQD-RNSZOLEQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₄O₇
• Molecular Weight: 845.20 g/mol
• Exact Mass: 844.62170501 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 14.70
• Atomic LogP (AlogP): 12.79
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 28

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9448	94.48%
Caco-2	-	0.8471	84.71%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8636	86.36%
OATP2B1 inhibitior	-	0.7150	71.50%
OATP1B1 inhibitior	+	0.8569	85.69%
OATP1B3 inhibitior	+	0.8595	85.95%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.7680	76.80%
P-glycoprotein substrate	+	0.6774	67.74%
CYP3A4 substrate	+	0.7176	71.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8929	89.29%
CYP3A4 inhibition	-	0.5556	55.56%
CYP2C9 inhibition	-	0.6647	66.47%
CYP2C19 inhibition	-	0.6441	64.41%
CYP2D6 inhibition	-	0.9004	90.04%
CYP1A2 inhibition	-	0.9006	90.06%
CYP2C8 inhibition	+	0.5870	58.70%
CYP inhibitory promiscuity	-	0.9392	93.92%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.7010	70.10%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.5549	55.49%
Skin corrosion	-	0.9591	95.91%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8195	81.95%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5525	55.25%
skin sensitisation	-	0.6678	66.78%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6191	61.91%
Acute Oral Toxicity (c)	III	0.3480	34.80%
Estrogen receptor binding	+	0.8002	80.02%
Androgen receptor binding	+	0.7487	74.87%
Thyroid receptor binding	+	0.6323	63.23%
Glucocorticoid receptor binding	+	0.7664	76.64%
Aromatase binding	-	0.4864	48.64%
PPAR gamma	+	0.7490	74.90%
Honey bee toxicity	-	0.7477	74.77%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.7518	75.18%
Fish aquatic toxicity	+	0.9943	99.43%

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	98.27%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.83%	97.25%
CHEMBL2581	P07339	Cathepsin D	96.71%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.38%	91.11%
CHEMBL299	P17252	Protein kinase C alpha	96.35%	98.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.41%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	94.50%	96.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	93.97%	97.29%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	93.49%	92.86%
CHEMBL5255	O00206	Toll-like receptor 4	93.08%	92.50%
CHEMBL2996	Q05655	Protein kinase C delta	91.67%	97.79%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.78%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.33%	94.45%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	90.26%	85.94%
CHEMBL230	P35354	Cyclooxygenase-2	90.17%	89.63%
CHEMBL221	P23219	Cyclooxygenase-1	90.10%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.98%	82.69%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.84%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.51%	97.21%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.93%	93.56%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	86.15%	92.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.84%	86.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.35%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.22%	89.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	84.65%	85.31%
CHEMBL2061	P19793	Retinoid X receptor alpha	83.08%	91.67%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.03%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.92%	95.89%
CHEMBL3524	P56524	Histone deacetylase 4	82.20%	92.97%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.01%	98.75%
CHEMBL1870	P28702	Retinoid X receptor beta	81.85%	95.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.68%	96.90%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.51%	82.50%
CHEMBL1937	Q92769	Histone deacetylase 2	80.66%	94.75%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.47%	95.50%

Plants that contains it

• Pittosporum tobira

Cross-Links

• PubChem: 163053399
• LOTUS: LTS0041177
• wikiData: Q105219069