3-[(3R,4R,5S,6R,7Z,10S)-3-[(2E,4E,6E)-1-acetyloxy-6,10-dimethylundeca-2,4,6,9-tetraen-2-yl]-4,10-dihydroxy-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]decan-6-yl]propyl decanoate

Details

• Internal ID: 43fc481d-1232-49d0-b4a1-5c67be9b8b1c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: 3-[(3R,4R,5S,6R,7Z,10S)-3-[(2E,4E,6E)-1-acetyloxy-6,10-dimethylundeca-2,4,6,9-tetraen-2-yl]-4,10-dihydroxy-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]decan-6-yl]propyl decanoate
• SMILES (Canonical): CCCCCCCCCC(=O)OCCCC1C(=C(C)C=O)CCC(C12CCC(C2O)C(=CC=CC(=CCC=C(C)C)C)COC(=O)C)(C)O
• SMILES (Isomeric): CCCCCCCCCC(=O)OCCC[C@@H]1/C(=C(/C)\C=O)/CC[C@]([C@@]12CC[C@@H]([C@H]2O)/C(=C\C=C\C(=C\CC=C(C)C)\C)/COC(=O)C)(C)O
• InChI: InChI=1S/C42H66O7/c1-8-9-10-11-12-13-14-23-39(45)48-28-17-22-38-36(33(5)29-43)24-26-41(7,47)42(38)27-25-37(40(42)46)35(30-49-34(6)44)21-16-20-32(4)19-15-18-31(2)3/h16,18-21,29,37-38,40,46-47H,8-15,17,22-28,30H2,1-7H3/b20-16+,32-19+,35-21-,36-33-/t37-,38-,40-,41+,42+/m1/s1
• InChI Key: LMEBPARQXLCYCI-ZBHOCQPRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₆O₇
• Molecular Weight: 683.00 g/mol
• Exact Mass: 682.48085444 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 9.40
• Atomic LogP (AlogP): 9.23
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9714	97.14%
Caco-2	-	0.8084	80.84%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8150	81.50%
OATP2B1 inhibitior	-	0.7110	71.10%
OATP1B1 inhibitior	+	0.8459	84.59%
OATP1B3 inhibitior	+	0.9190	91.90%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6869	68.69%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.8014	80.14%
P-glycoprotein substrate	+	0.6854	68.54%
CYP3A4 substrate	+	0.7210	72.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9005	90.05%
CYP3A4 inhibition	-	0.8901	89.01%
CYP2C9 inhibition	-	0.6903	69.03%
CYP2C19 inhibition	-	0.8810	88.10%
CYP2D6 inhibition	-	0.9234	92.34%
CYP1A2 inhibition	-	0.9270	92.70%
CYP2C8 inhibition	+	0.8114	81.14%
CYP inhibitory promiscuity	-	0.8946	89.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6294	62.94%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9172	91.72%
Skin irritation	-	0.5727	57.27%
Skin corrosion	-	0.9644	96.44%
Ames mutagenesis	-	0.7970	79.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7097	70.97%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8430	84.30%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5142	51.42%
Acute Oral Toxicity (c)	III	0.3152	31.52%
Estrogen receptor binding	+	0.8388	83.88%
Androgen receptor binding	+	0.7525	75.25%
Thyroid receptor binding	+	0.5196	51.96%
Glucocorticoid receptor binding	+	0.7711	77.11%
Aromatase binding	+	0.6161	61.61%
PPAR gamma	+	0.6236	62.36%
Honey bee toxicity	-	0.8267	82.67%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7518	75.18%
Fish aquatic toxicity	+	0.9935	99.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.07%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.84%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.31%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.39%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	93.40%	97.79%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	92.69%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.29%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.12%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	91.01%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.37%	86.33%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	89.80%	85.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.55%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.90%	93.03%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.64%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.64%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.20%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.10%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	86.58%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	86.14%	92.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.52%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.21%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.18%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.17%	96.90%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.08%	94.33%
CHEMBL221	P23219	Cyclooxygenase-1	84.34%	90.17%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	84.05%	96.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.98%	96.38%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	82.25%	92.08%
CHEMBL299	P17252	Protein kinase C alpha	81.93%	98.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.60%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.17%	82.69%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.84%	80.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.62%	97.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.53%	94.62%

Plants that contains it

• Iris pseudacorus

Cross-Links

• PubChem: 162998341
• LOTUS: LTS0212205
• wikiData: Q105153907