Yadanzioside J

Details

• Internal ID: 3578ad7d-efcb-4a5d-a615-cc0de51016c7
• 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-3-(3-hydroxy-3-methylbutanoyl)oxy-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): CC1C2CC3C45COC(C4C(C(=O)O3)OC(=O)CC(C)(C)O)(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)O)([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/C32H44O17/c1-11-12-6-15-31-10-45-32(28(42)44-5,24(31)22(26(41)48-15)49-16(34)8-29(2,3)43)25(40)21(39)23(31)30(12,4)7-13(17(11)35)46-27-20(38)19(37)18(36)14(9-33)47-27/h7,11-12,14-15,18-25,27,33,36-40,43H,6,8-10H2,1-5H3/t11-,12-,14+,15+,18+,19-,20+,21+,22+,23+,24+,25-,27+,30-,31+,32-/m0/s1
• InChI Key: WVPARSYXLBZOEY-TUWGSULGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₄O₁₇
• Molecular Weight: 700.70 g/mol
• Exact Mass: 700.25784993 g/mol
• Topological Polar Surface Area (TPSA): 265.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -3.17
• H-Bond Acceptor: 17
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7483	74.83%
Caco-2	-	0.8745	87.45%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6684	66.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8190	81.90%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5802	58.02%
P-glycoprotein inhibitior	+	0.7172	71.72%
P-glycoprotein substrate	+	0.7483	74.83%
CYP3A4 substrate	+	0.7216	72.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8899	88.99%
CYP3A4 inhibition	-	0.8104	81.04%
CYP2C9 inhibition	-	0.8551	85.51%
CYP2C19 inhibition	-	0.8806	88.06%
CYP2D6 inhibition	-	0.9394	93.94%
CYP1A2 inhibition	-	0.9064	90.64%
CYP2C8 inhibition	+	0.6193	61.93%
CYP inhibitory promiscuity	-	0.9366	93.66%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5846	58.46%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9134	91.34%
Skin irritation	-	0.6946	69.46%
Skin corrosion	-	0.9350	93.50%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6742	67.42%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.8697	86.97%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5515	55.15%
Acute Oral Toxicity (c)	III	0.5568	55.68%
Estrogen receptor binding	+	0.7368	73.68%
Androgen receptor binding	+	0.7119	71.19%
Thyroid receptor binding	-	0.5434	54.34%
Glucocorticoid receptor binding	+	0.6926	69.26%
Aromatase binding	+	0.6735	67.35%
PPAR gamma	+	0.7317	73.17%
Honey bee toxicity	-	0.6642	66.42%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9233	92.33%

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	99.63%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.47%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.30%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.81%	97.25%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.36%	96.00%
CHEMBL2996	Q05655	Protein kinase C delta	94.33%	97.79%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.59%	96.61%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.93%	89.34%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.06%	96.77%
CHEMBL2581	P07339	Cathepsin D	89.76%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.69%	91.24%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.33%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.33%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.18%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.30%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.61%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.48%	86.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.40%	97.28%
CHEMBL5028	O14672	ADAM10	83.20%	97.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.18%	97.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.62%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.48%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.44%	96.21%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.32%	97.14%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.05%	96.90%
CHEMBL5255	O00206	Toll-like receptor 4	80.60%	92.50%

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: 101659163
• NPASS: NPC92169
• LOTUS: LTS0260170
• wikiData: Q105313658