[2-[(1,4a-Dimethyl-7-prop-1-en-2-yl-2,3,4,5,6,7,8,8a-octahydronaphthalen-1-yl)oxy]-4,5-dihydroxy-6-methyloxan-3-yl] 2-methylbutanoate

Details

• Internal ID: d9a9b4dd-2b88-493a-ad10-9cf874a2dcb6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [2-[(1,4a-dimethyl-7-prop-1-en-2-yl-2,3,4,5,6,7,8,8a-octahydronaphthalen-1-yl)oxy]-4,5-dihydroxy-6-methyloxan-3-yl] 2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C(C(C(OC1OC2(CCCC3(C2CC(CC3)C(=C)C)C)C)C)O)O
• SMILES (Isomeric): CCC(C)C(=O)OC1C(C(C(OC1OC2(CCCC3(C2CC(CC3)C(=C)C)C)C)C)O)O
• InChI: InChI=1S/C26H44O6/c1-8-16(4)23(29)31-22-21(28)20(27)17(5)30-24(22)32-26(7)12-9-11-25(6)13-10-18(15(2)3)14-19(25)26/h16-22,24,27-28H,2,8-14H2,1,3-7H3
• InChI Key: MWIIJKQLNNDGLP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₄O₆
• Molecular Weight: 452.60 g/mol
• Exact Mass: 452.31378912 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.37
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9528	95.28%
Caco-2	-	0.6410	64.10%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.4613	46.13%
OATP2B1 inhibitior	-	0.7146	71.46%
OATP1B1 inhibitior	+	0.8747	87.47%
OATP1B3 inhibitior	+	0.8790	87.90%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6817	68.17%
P-glycoprotein inhibitior	-	0.5542	55.42%
P-glycoprotein substrate	-	0.5971	59.71%
CYP3A4 substrate	+	0.6699	66.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8832	88.32%
CYP3A4 inhibition	-	0.6284	62.84%
CYP2C9 inhibition	-	0.9036	90.36%
CYP2C19 inhibition	-	0.7482	74.82%
CYP2D6 inhibition	-	0.9440	94.40%
CYP1A2 inhibition	-	0.7067	70.67%
CYP2C8 inhibition	-	0.5806	58.06%
CYP inhibitory promiscuity	-	0.8906	89.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6894	68.94%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9201	92.01%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5631	56.31%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6199	61.99%
skin sensitisation	-	0.7721	77.21%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.9514	95.14%
Acute Oral Toxicity (c)	III	0.5512	55.12%
Estrogen receptor binding	+	0.6468	64.68%
Androgen receptor binding	+	0.5351	53.51%
Thyroid receptor binding	+	0.5524	55.24%
Glucocorticoid receptor binding	+	0.6578	65.78%
Aromatase binding	+	0.6617	66.17%
PPAR gamma	+	0.5885	58.85%
Honey bee toxicity	-	0.6980	69.80%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.9932	99.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.15%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.23%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.86%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	92.53%	90.17%
CHEMBL2581	P07339	Cathepsin D	92.35%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.23%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.11%	96.77%
CHEMBL237	P41145	Kappa opioid receptor	91.88%	98.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.45%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.06%	96.61%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.82%	96.38%
CHEMBL340	P08684	Cytochrome P450 3A4	88.87%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.75%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	87.28%	95.93%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.22%	98.75%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.05%	89.50%
CHEMBL5255	O00206	Toll-like receptor 4	86.89%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.78%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.55%	91.07%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.17%	89.05%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	84.12%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.13%	96.47%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.99%	96.95%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.34%	82.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.27%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.26%	91.24%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.10%	97.50%

Plants that contains it

• Carthamus lanatus

Cross-Links

• PubChem: 14733644
• LOTUS: LTS0006142
• wikiData: Q105173591