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

Details

• Internal ID: f222fc90-183b-4037-86a7-e941713a220c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(2S)-2-[(3R,4S,8R,9R,10R,11S,14S)-4-acetyloxy-8-[(2S,3R,4S,5R,6R)-4-acetyloxy-3,5-dihydroxy-6-(2-methylbut-3-en-2-yloxymethyl)oxan-2-yl]oxy-9-hydroxy-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)O)OC(=O)C)O)C(C)COC(=O)C)OC(=O)C)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)O)OC(=O)C)O)[C@H](C)COC(=O)C)OC(=O)C)C)COC
• InChI: InChI=1S/C38H58O13/c1-11-37(7,8)47-18-28-32(43)35(49-23(6)41)33(44)36(50-28)51-34-30-26(19(2)16-46-21(4)39)14-29(48-22(5)40)38(30,9)15-27-24(17-45-10)12-13-25(27)20(3)31(34)42/h11,15,19-20,24-25,28-29,31-36,42-44H,1,12-14,16-18H2,2-10H3/t19-,20-,24-,25+,28-,29+,31-,32-,33-,34-,35+,36-,38+/m1/s1
• InChI Key: CVFZKEUWSYMHJD-AOORPXESSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₈O₁₃
• Molecular Weight: 722.90 g/mol
• Exact Mass: 722.38774190 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 3.18
• H-Bond Acceptor: 13
• H-Bond Donor: 3
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8871	88.71%
Caco-2	-	0.8464	84.64%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8267	82.67%
OATP2B1 inhibitior	-	0.7237	72.37%
OATP1B1 inhibitior	+	0.7888	78.88%
OATP1B3 inhibitior	+	0.8749	87.49%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8780	87.80%
P-glycoprotein inhibitior	+	0.7649	76.49%
P-glycoprotein substrate	+	0.6282	62.82%
CYP3A4 substrate	+	0.7258	72.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8843	88.43%
CYP3A4 inhibition	-	0.8512	85.12%
CYP2C9 inhibition	-	0.7759	77.59%
CYP2C19 inhibition	-	0.8249	82.49%
CYP2D6 inhibition	-	0.9405	94.05%
CYP1A2 inhibition	-	0.8104	81.04%
CYP2C8 inhibition	+	0.6615	66.15%
CYP inhibitory promiscuity	-	0.9498	94.98%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6504	65.04%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9181	91.81%
Skin irritation	-	0.6418	64.18%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.5354	53.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5205	52.05%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.7072	70.72%
skin sensitisation	-	0.8584	85.84%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6100	61.00%
Acute Oral Toxicity (c)	III	0.5370	53.70%
Estrogen receptor binding	+	0.7480	74.80%
Androgen receptor binding	+	0.6578	65.78%
Thyroid receptor binding	-	0.5287	52.87%
Glucocorticoid receptor binding	+	0.7941	79.41%
Aromatase binding	+	0.7123	71.23%
PPAR gamma	+	0.7243	72.43%
Honey bee toxicity	-	0.6648	66.48%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9676	96.76%

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	99.61%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.14%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.26%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.06%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.34%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.68%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.75%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.05%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	89.99%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.38%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	87.75%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.22%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.11%	95.56%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.55%	92.88%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.50%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	86.41%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	85.22%	91.19%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.63%	96.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.00%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.43%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.38%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.24%	92.62%
CHEMBL2664	P23526	Adenosylhomocysteinase	81.46%	86.67%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.42%	93.56%
CHEMBL5028	O14672	ADAM10	81.04%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.03%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.49%	94.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163103755
• LOTUS: LTS0252152
• wikiData: Q104970725