[(2S)-2-[(3R,4S,8R,9R,10R,11S,14S)-4-acetyloxy-8-[(2S,3S,4R,5S,6R)-5-acetyloxy-3,4-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: f64fdc89-658c-4895-b2d7-d18efb98c5bf
• 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,3S,4R,5S,6R)-5-acetyloxy-3,4-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)OC(=O)C)O)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)OC(=O)C)O)O)[C@H](C)COC(=O)C)OC(=O)C)C)COC
• InChI: InChI=1S/C38H58O13/c1-11-37(7,8)47-18-28-34(49-23(6)41)32(43)33(44)36(50-28)51-35-30-26(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(35)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: IIWRLSRMIDNJKG-HABCBYIVSA-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	+	0.8495	84.95%
Caco-2	-	0.8504	85.04%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8354	83.54%
OATP2B1 inhibitior	-	0.7259	72.59%
OATP1B1 inhibitior	+	0.7934	79.34%
OATP1B3 inhibitior	+	0.9004	90.04%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9000	90.00%
P-glycoprotein inhibitior	+	0.7438	74.38%
P-glycoprotein substrate	+	0.6155	61.55%
CYP3A4 substrate	+	0.7257	72.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8868	88.68%
CYP3A4 inhibition	-	0.8229	82.29%
CYP2C9 inhibition	-	0.8299	82.99%
CYP2C19 inhibition	-	0.8217	82.17%
CYP2D6 inhibition	-	0.9389	93.89%
CYP1A2 inhibition	-	0.7294	72.94%
CYP2C8 inhibition	+	0.6613	66.13%
CYP inhibitory promiscuity	-	0.9706	97.06%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6011	60.11%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9173	91.73%
Skin irritation	-	0.6050	60.50%
Skin corrosion	-	0.9367	93.67%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5257	52.57%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8327	83.27%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5965	59.65%
Acute Oral Toxicity (c)	III	0.5305	53.05%
Estrogen receptor binding	+	0.7600	76.00%
Androgen receptor binding	+	0.6623	66.23%
Thyroid receptor binding	-	0.5391	53.91%
Glucocorticoid receptor binding	+	0.7838	78.38%
Aromatase binding	+	0.7121	71.21%
PPAR gamma	+	0.7182	71.82%
Honey bee toxicity	-	0.6684	66.84%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9721	97.21%

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	99.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.15%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.80%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.40%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.96%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.99%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.77%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.91%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	90.77%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.35%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.35%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.73%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	86.26%	92.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.59%	92.88%
CHEMBL1951	P21397	Monoamine oxidase A	84.42%	91.49%
CHEMBL340	P08684	Cytochrome P450 3A4	84.22%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.03%	95.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.92%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.51%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.46%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.43%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.95%	92.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.42%	93.56%
CHEMBL5028	O14672	ADAM10	81.04%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.04%	94.33%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.80%	91.03%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.34%	89.34%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163104425
• LOTUS: LTS0046437
• wikiData: Q104963869