YadanziosideA

Details

• Internal ID: d7e809ec-76b1-4f68-bd8d-49f851823644
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: methyl (1R,2S,3R,6R,8S,9S,13S,14R,15R,16S,17S)-15,16-dihydroxy-9,13-dimethyl-3-(3-methylbutanoyloxy)-4,10-dioxo-11-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-11-ene-17-carboxylate
• SMILES (Canonical): CC1C2CC3C45COC(C4C(C(=O)O3)OC(=O)CC(C)C)(C(C(C5C2(C=C(C1=O)OC6C(C(C(C(O6)CO)O)O)O)C)O)O)C(=O)OC
• SMILES (Isomeric): C[C@H]1[C@@H]2C[C@@H]3[C@@]45CO[C@@]([C@@H]4[C@H](C(=O)O3)OC(=O)CC(C)C)([C@H]([C@@H]([C@@H]5[C@]2(C=C(C1=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)O)O)C(=O)OC
• InChI: InChI=1S/C32H44O16/c1-11(2)6-17(34)48-23-25-31-10-44-32(25,29(42)43-5)26(40)22(39)24(31)30(4)8-14(18(35)12(3)13(30)7-16(31)47-27(23)41)45-28-21(38)20(37)19(36)15(9-33)46-28/h8,11-13,15-16,19-26,28,33,36-40H,6-7,9-10H2,1-5H3/t12-,13-,15+,16+,19+,20-,21+,22+,23+,24+,25+,26-,28+,30-,31+,32-/m0/s1
• InChI Key: QDQJWSSPAMZRIA-TUHDNREHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₄O₁₆
• Molecular Weight: 684.70 g/mol
• Exact Mass: 684.26293531 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -2.29
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

• YadanziosideA
• 95258-15-4
• HY-N4257
• MS-31108
• CS-0032550

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7045	70.45%
Caco-2	-	0.8745	87.45%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7250	72.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8214	82.14%
OATP1B3 inhibitior	+	0.9276	92.76%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6022	60.22%
P-glycoprotein inhibitior	+	0.7072	70.72%
P-glycoprotein substrate	+	0.7726	77.26%
CYP3A4 substrate	+	0.7135	71.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8871	88.71%
CYP3A4 inhibition	-	0.8661	86.61%
CYP2C9 inhibition	-	0.8421	84.21%
CYP2C19 inhibition	-	0.8553	85.53%
CYP2D6 inhibition	-	0.9397	93.97%
CYP1A2 inhibition	-	0.8979	89.79%
CYP2C8 inhibition	+	0.5431	54.31%
CYP inhibitory promiscuity	-	0.8932	89.32%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5909	59.09%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9145	91.45%
Skin irritation	-	0.7224	72.24%
Skin corrosion	-	0.9363	93.63%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4162	41.62%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5448	54.48%
skin sensitisation	-	0.8723	87.23%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5752	57.52%
Acute Oral Toxicity (c)	III	0.5732	57.32%
Estrogen receptor binding	+	0.7334	73.34%
Androgen receptor binding	+	0.7207	72.07%
Thyroid receptor binding	-	0.5787	57.87%
Glucocorticoid receptor binding	+	0.6613	66.13%
Aromatase binding	+	0.6662	66.62%
PPAR gamma	+	0.6970	69.70%
Honey bee toxicity	-	0.6527	65.27%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9469	94.69%

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	99.55%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.85%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.80%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.84%	96.00%
CHEMBL2996	Q05655	Protein kinase C delta	94.64%	97.79%
CHEMBL2581	P07339	Cathepsin D	94.16%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.80%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.86%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.47%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.45%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.98%	91.24%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.89%	96.47%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.55%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.43%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.10%	96.21%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.68%	89.34%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.57%	89.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.36%	97.25%
CHEMBL5028	O14672	ADAM10	82.38%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.92%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.67%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.13%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.50%	99.17%

Plants that contains it

• Asplenium normale
• Brucea javanica
• Carpobrotus edulis
• Castanea crenata
• Centrolobium tomentosum
• Ceratophyllum submersum
• Dracocephalum kotschyi
• Lippia carviodora
• Myrica nana
• Psilostrophe cooperi
• Sideritis tragoriganum
• Solanum jamaicense
• Trifolium alexandrinum

Cross-Links

• PubChem: 101659157
• NPASS: NPC242332
• LOTUS: LTS0157431
• wikiData: Q105218926