Yadanzioside O

Details

• Internal ID: 37bc6186-2569-4255-a1cb-fe66856384c3
• 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)-3-[(E)-4-acetyloxy-3-ethyl-4-methylpent-2-enoyl]oxy-15,16-dihydroxy-9,13-dimethyl-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): CCC(=CC(=O)OC1C2C34COC2(C(C(C3C5(C=C(C(=O)C(C5CC4OC1=O)C)OC6C(C(C(C(O6)CO)O)O)O)C)O)O)C(=O)OC)C(C)(C)OC(=O)C
• SMILES (Isomeric): CC/C(=C\C(=O)O[C@@H]1[C@@H]2[C@@]34CO[C@@]2([C@H]([C@@H]([C@@H]3[C@]5(C=C(C(=O)[C@H]([C@@H]5C[C@H]4OC1=O)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)O)O)C(=O)OC)/C(C)(C)OC(=O)C
• InChI: InChI=1S/C37H50O18/c1-8-16(34(4,5)55-15(3)39)9-21(40)54-27-29-36-13-50-37(29,33(48)49-7)30(46)26(45)28(36)35(6)11-18(22(41)14(2)17(35)10-20(36)53-31(27)47)51-32-25(44)24(43)23(42)19(12-38)52-32/h9,11,14,17,19-20,23-30,32,38,42-46H,8,10,12-13H2,1-7H3/b16-9+/t14-,17-,19+,20+,23+,24-,25+,26+,27+,28+,29+,30-,32+,35-,36+,37-/m0/s1
• InChI Key: INEPMPYUXFBNMS-HRXLEDENSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₀O₁₈
• Molecular Weight: 782.80 g/mol
• Exact Mass: 782.29971474 g/mol
• Topological Polar Surface Area (TPSA): 271.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -1.66
• H-Bond Acceptor: 18
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8131	81.31%
Caco-2	-	0.8708	87.08%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7250	72.50%
OATP2B1 inhibitior	-	0.8641	86.41%
OATP1B1 inhibitior	+	0.8239	82.39%
OATP1B3 inhibitior	+	0.9383	93.83%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8297	82.97%
P-glycoprotein inhibitior	+	0.7596	75.96%
P-glycoprotein substrate	+	0.7930	79.30%
CYP3A4 substrate	+	0.7303	73.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8918	89.18%
CYP3A4 inhibition	-	0.8221	82.21%
CYP2C9 inhibition	-	0.8025	80.25%
CYP2C19 inhibition	-	0.8115	81.15%
CYP2D6 inhibition	-	0.9271	92.71%
CYP1A2 inhibition	-	0.8774	87.74%
CYP2C8 inhibition	+	0.7277	72.77%
CYP inhibitory promiscuity	-	0.8222	82.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5908	59.08%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9094	90.94%
Skin irritation	-	0.7028	70.28%
Skin corrosion	-	0.9331	93.31%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3723	37.23%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.8514	85.14%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4800	48.00%
Acute Oral Toxicity (c)	III	0.6641	66.41%
Estrogen receptor binding	+	0.8018	80.18%
Androgen receptor binding	+	0.7465	74.65%
Thyroid receptor binding	-	0.4898	48.98%
Glucocorticoid receptor binding	+	0.7781	77.81%
Aromatase binding	+	0.6571	65.71%
PPAR gamma	+	0.7639	76.39%
Honey bee toxicity	-	0.6148	61.48%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9357	93.57%

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	99.52%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.64%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.37%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.22%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	96.19%	89.34%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.75%	96.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.47%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	94.14%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.17%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.29%	91.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.40%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.57%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.55%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.81%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.89%	91.07%
CHEMBL1951	P21397	Monoamine oxidase A	86.87%	91.49%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.01%	96.95%
CHEMBL5028	O14672	ADAM10	84.54%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.37%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.16%	96.61%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.54%	94.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.35%	97.28%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.06%	92.88%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.67%	96.90%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.02%	89.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.65%	97.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.51%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.03%	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: 10417797
• NPASS: NPC213862
• LOTUS: LTS0035426
• wikiData: Q105116177