1-O-methyl 4-O-[[(1S,4R,9R,10S,13S,14R,16S)-5,5,9-trimethyl-15-oxapentacyclo[11.3.1.01,10.04,9.014,16]heptadecan-13-yl]methyl] butanedioate

Details

• Internal ID: f756b07d-44a1-4da8-b8b6-1ed42b1b2065
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters > Fatty acid methyl esters
• IUPAC Name: 1-O-methyl 4-O-[[(1S,4R,9R,10S,13S,14R,16S)-5,5,9-trimethyl-15-oxapentacyclo[11.3.1.01,10.04,9.014,16]heptadecan-13-yl]methyl] butanedioate
• SMILES (Canonical): CC1(CCCC2(C1CCC34C2CCC(C3)(C5C4O5)COC(=O)CCC(=O)OC)C)C
• SMILES (Isomeric): C[C@@]12CCCC([C@H]1CC[C@@]34[C@H]2CC[C@@](C3)([C@@H]5[C@H]4O5)COC(=O)CCC(=O)OC)(C)C
• InChI: InChI=1S/C25H38O5/c1-22(2)10-5-11-23(3)16(22)9-13-25-14-24(12-8-17(23)25,20-21(25)30-20)15-29-19(27)7-6-18(26)28-4/h16-17,20-21H,5-15H2,1-4H3/t16-,17+,20+,21-,23-,24+,25+/m1/s1
• InChI Key: FTUIOVKKLXDJFM-RXUPFVKUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₈O₅
• Molecular Weight: 418.60 g/mol
• Exact Mass: 418.27192431 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.66
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9622	96.22%
Caco-2	-	0.5610	56.10%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7441	74.41%
OATP2B1 inhibitior	-	0.7123	71.23%
OATP1B1 inhibitior	+	0.8355	83.55%
OATP1B3 inhibitior	+	0.9722	97.22%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9053	90.53%
P-glycoprotein inhibitior	+	0.6064	60.64%
P-glycoprotein substrate	-	0.7737	77.37%
CYP3A4 substrate	+	0.6650	66.50%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	-	0.8443	84.43%
CYP3A4 inhibition	-	0.9045	90.45%
CYP2C9 inhibition	-	0.5410	54.10%
CYP2C19 inhibition	-	0.7196	71.96%
CYP2D6 inhibition	-	0.9319	93.19%
CYP1A2 inhibition	-	0.7896	78.96%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8311	83.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.7066	70.66%
Eye corrosion	-	0.9693	96.93%
Eye irritation	-	0.8796	87.96%
Skin irritation	-	0.8333	83.33%
Skin corrosion	-	0.9588	95.88%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4057	40.57%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.6622	66.22%
skin sensitisation	-	0.8138	81.38%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5497	54.97%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5305	53.05%
Acute Oral Toxicity (c)	III	0.5541	55.41%
Estrogen receptor binding	+	0.7807	78.07%
Androgen receptor binding	+	0.5716	57.16%
Thyroid receptor binding	+	0.5912	59.12%
Glucocorticoid receptor binding	+	0.7396	73.96%
Aromatase binding	+	0.6716	67.16%
PPAR gamma	-	0.4948	49.48%
Honey bee toxicity	-	0.8298	82.98%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9482	94.82%

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	97.13%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.06%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.99%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.35%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.81%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	92.01%	83.82%
CHEMBL340	P08684	Cytochrome P450 3A4	89.77%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.53%	95.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.20%	95.17%
CHEMBL3437	Q16853	Amine oxidase, copper containing	87.00%	94.00%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	86.57%	98.99%
CHEMBL5255	O00206	Toll-like receptor 4	85.74%	92.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.60%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.59%	92.62%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.25%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.11%	94.33%
CHEMBL221	P23219	Cyclooxygenase-1	83.34%	90.17%
CHEMBL5028	O14672	ADAM10	83.31%	97.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.83%	82.69%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.38%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.86%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.40%	95.89%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	81.27%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.11%	97.09%

Plants that contains it

• Polycalymma stuartii

Cross-Links

• PubChem: 13820262
• LOTUS: LTS0227833
• wikiData: Q105001317