[5-(5-Acetyloxy-3-methylpentyl)-1,1,4a,6-tetramethyl-3-(3,4,5-triacetyloxy-6-methyloxan-2-yl)oxy-2,3,4,5,8,8a-hexahydronaphthalen-2-yl] 2-methylbut-2-enoate

Details

• Internal ID: 587416fd-74d9-468f-9bfc-19ac6ea74fed
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [5-(5-acetyloxy-3-methylpentyl)-1,1,4a,6-tetramethyl-3-(3,4,5-triacetyloxy-6-methyloxan-2-yl)oxy-2,3,4,5,8,8a-hexahydronaphthalen-2-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(CC2(C(C1(C)C)CC=C(C2CCC(C)CCOC(=O)C)C)C)OC3C(C(C(C(O3)C)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(CC2(C(C1(C)C)CC=C(C2CCC(C)CCOC(=O)C)C)C)OC3C(C(C(C(O3)C)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C39H60O12/c1-13-22(3)36(44)51-35-30(50-37-34(49-28(9)43)33(48-27(8)42)32(24(5)46-37)47-26(7)41)20-39(12)29(16-14-21(2)18-19-45-25(6)40)23(4)15-17-31(39)38(35,10)11/h13,15,21,24,29-35,37H,14,16-20H2,1-12H3
• InChI Key: FLYDNZLMEMOFIR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₀O₁₂
• Molecular Weight: 720.90 g/mol
• Exact Mass: 720.40847734 g/mol
• Topological Polar Surface Area (TPSA): 150.00 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 6.18
• H-Bond Acceptor: 12
• H-Bond Donor: 0
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9785	97.85%
Caco-2	-	0.8284	82.84%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8415	84.15%
OATP2B1 inhibitior	-	0.7133	71.33%
OATP1B1 inhibitior	+	0.8207	82.07%
OATP1B3 inhibitior	+	0.8787	87.87%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9863	98.63%
P-glycoprotein inhibitior	+	0.8499	84.99%
P-glycoprotein substrate	+	0.5130	51.30%
CYP3A4 substrate	+	0.7087	70.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9031	90.31%
CYP3A4 inhibition	-	0.8521	85.21%
CYP2C9 inhibition	-	0.8349	83.49%
CYP2C19 inhibition	-	0.8149	81.49%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.6476	64.76%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8078	80.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6451	64.51%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9128	91.28%
Skin irritation	-	0.6194	61.94%
Skin corrosion	-	0.9557	95.57%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4532	45.32%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5653	56.53%
skin sensitisation	-	0.8097	80.97%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.5507	55.07%
Acute Oral Toxicity (c)	III	0.5430	54.30%
Estrogen receptor binding	+	0.7936	79.36%
Androgen receptor binding	+	0.6251	62.51%
Thyroid receptor binding	-	0.5289	52.89%
Glucocorticoid receptor binding	+	0.8313	83.13%
Aromatase binding	+	0.6761	67.61%
PPAR gamma	+	0.7817	78.17%
Honey bee toxicity	-	0.6666	66.66%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9905	99.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.11%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.00%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.14%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	95.73%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	92.72%	94.73%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.63%	95.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.94%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.85%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.83%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.21%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.52%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.37%	95.56%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	87.24%	91.65%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.66%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.45%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.84%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.75%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.78%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	83.13%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.60%	91.07%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.20%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.11%	99.23%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.73%	97.36%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.49%	94.62%

Plants that contains it

• Gymnosperma glutinosum

Cross-Links

• PubChem: 162912287
• LOTUS: LTS0223248
• wikiData: Q104997623