[(2S)-2-[(3R,4S,8R,9R,10R,11S,14S)-8-[(2S,3S,4R,5S,6S)-5-acetyloxy-3,4-dihydroxy-6-(2-methylbut-3-en-2-yloxymethyl)oxan-2-yl]oxy-4,9-dihydroxy-14-(methoxymethyl)-3,10-dimethyl-6-tricyclo[9.3.0.03,7]tetradeca-1,6-dienyl]propyl] acetate

Details

• Internal ID: af2e5624-4e32-4967-a770-6d7d2e9a3786
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(2S)-2-[(3R,4S,8R,9R,10R,11S,14S)-8-[(2S,3S,4R,5S,6S)-5-acetyloxy-3,4-dihydroxy-6-(2-methylbut-3-en-2-yloxymethyl)oxan-2-yl]oxy-4,9-dihydroxy-14-(methoxymethyl)-3,10-dimethyl-6-tricyclo[9.3.0.03,7]tetradeca-1,6-dienyl]propyl] acetate
• SMILES (Canonical): CC1C2CCC(C2=CC3(C(CC(=C3C(C1O)OC4C(C(C(C(O4)COC(C)(C)C=C)OC(=O)C)O)O)C(C)COC(=O)C)O)C)COC
• SMILES (Isomeric): C[C@@H]1[C@@H]2CC[C@@H](C2=C[C@]3([C@H](CC(=C3[C@H]([C@@H]1O)O[C@@H]4[C@H]([C@H]([C@@H]([C@@H](O4)COC(C)(C)C=C)OC(=O)C)O)O)[C@H](C)COC(=O)C)O)C)COC
• InChI: InChI=1S/C36H56O12/c1-10-35(6,7)45-17-26-32(46-21(5)38)30(41)31(42)34(47-26)48-33-28-24(18(2)15-44-20(4)37)13-27(39)36(28,8)14-25-22(16-43-9)11-12-23(25)19(3)29(33)40/h10,14,18-19,22-23,26-27,29-34,39-42H,1,11-13,15-17H2,2-9H3/t18-,19-,22-,23+,26+,27+,29-,30-,31+,32-,33-,34-,36+/m1/s1
• InChI Key: ZWOUNVTYMHVWJL-ZMMXOWEFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₆O₁₂
• Molecular Weight: 680.80 g/mol
• Exact Mass: 680.37717722 g/mol
• Topological Polar Surface Area (TPSA): 170.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8815	88.15%
Caco-2	-	0.8499	84.99%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8223	82.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8080	80.80%
OATP1B3 inhibitior	+	0.9260	92.60%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9112	91.12%
P-glycoprotein inhibitior	+	0.7130	71.30%
P-glycoprotein substrate	+	0.6269	62.69%
CYP3A4 substrate	+	0.7274	72.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8868	88.68%
CYP3A4 inhibition	-	0.7623	76.23%
CYP2C9 inhibition	-	0.8211	82.11%
CYP2C19 inhibition	-	0.8349	83.49%
CYP2D6 inhibition	-	0.9370	93.70%
CYP1A2 inhibition	-	0.7686	76.86%
CYP2C8 inhibition	+	0.6473	64.73%
CYP inhibitory promiscuity	-	0.9817	98.17%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5984	59.84%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9220	92.20%
Skin irritation	-	0.5664	56.64%
Skin corrosion	-	0.9353	93.53%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5719	57.19%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6476	64.76%
skin sensitisation	-	0.8327	83.27%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5573	55.73%
Acute Oral Toxicity (c)	III	0.5033	50.33%
Estrogen receptor binding	+	0.7484	74.84%
Androgen receptor binding	+	0.6526	65.26%
Thyroid receptor binding	-	0.5564	55.64%
Glucocorticoid receptor binding	+	0.7538	75.38%
Aromatase binding	+	0.7338	73.38%
PPAR gamma	+	0.6858	68.58%
Honey bee toxicity	-	0.6442	64.42%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9581	95.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.39%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.10%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.39%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.81%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.18%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.19%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	92.71%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.73%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.86%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	89.72%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.05%	86.33%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.82%	92.88%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.13%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	85.17%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.96%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.67%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.36%	91.19%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.20%	89.34%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.26%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.20%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.04%	91.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.98%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.43%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.21%	95.56%
CHEMBL5028	O14672	ADAM10	81.77%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.47%	93.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.41%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162917734
• LOTUS: LTS0042405
• wikiData: Q105385096