Yadazioside L

Details

• Internal ID: 2d55f4ee-14ea-4e7d-a14a-c30130037c13
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: methyl (1R,2S,3R,6R,8R,13S,14R,15R,16S,17S)-15,16-dihydroxy-3-[(E)-4-hydroxy-3,4-dimethylpent-2-enoyl]oxy-9,13-dimethyl-4,11-dioxo-10-[(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-9-ene-17-carboxylate
• SMILES (Canonical): CC1=C(C(=O)CC2(C1CC3C45C2C(C(C(C4C(C(=O)O3)OC(=O)C=C(C)C(C)(C)O)(OC5)C(=O)OC)O)O)C)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): CC1=C(C(=O)C[C@]2([C@H]1C[C@@H]3[C@]45[C@@H]2[C@H]([C@@H]([C@]([C@@H]4[C@H](C(=O)O3)OC(=O)/C=C(\C)/C(C)(C)O)(OC5)C(=O)OC)O)O)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C34H46O17/c1-12(31(3,4)45)7-18(37)50-24-26-33-11-47-34(26,30(44)46-6)27(42)22(41)25(33)32(5)9-15(36)23(13(2)14(32)8-17(33)49-28(24)43)51-29-21(40)20(39)19(38)16(10-35)48-29/h7,14,16-17,19-22,24-27,29,35,38-42,45H,8-11H2,1-6H3/b12-7+/t14-,16+,17+,19+,20-,21+,22+,24+,25+,26+,27-,29-,32-,33+,34-/m0/s1
• InChI Key: VQXORSYVERYBCU-PLKZQDTBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₆O₁₇
• Molecular Weight: 726.70 g/mol
• Exact Mass: 726.27349999 g/mol
• Topological Polar Surface Area (TPSA): 265.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.47
• H-Bond Acceptor: 17
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

• Yadazioside L
• HY-N7194
• CS-0104657

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7682	76.82%
Caco-2	-	0.8703	87.03%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7661	76.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8238	82.38%
OATP1B3 inhibitior	+	0.9135	91.35%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6758	67.58%
P-glycoprotein inhibitior	+	0.7492	74.92%
P-glycoprotein substrate	+	0.8063	80.63%
CYP3A4 substrate	+	0.7278	72.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8939	89.39%
CYP3A4 inhibition	-	0.8843	88.43%
CYP2C9 inhibition	-	0.8215	82.15%
CYP2C19 inhibition	-	0.8570	85.70%
CYP2D6 inhibition	-	0.9403	94.03%
CYP1A2 inhibition	-	0.8924	89.24%
CYP2C8 inhibition	+	0.6489	64.89%
CYP inhibitory promiscuity	-	0.9127	91.27%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6114	61.14%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9119	91.19%
Skin irritation	-	0.6906	69.06%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	-	0.6077	60.77%
Human Ether-a-go-go-Related Gene inhibition	-	0.3628	36.28%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5870	58.70%
skin sensitisation	-	0.8716	87.16%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6553	65.53%
Acute Oral Toxicity (c)	I	0.4259	42.59%
Estrogen receptor binding	+	0.7807	78.07%
Androgen receptor binding	+	0.7241	72.41%
Thyroid receptor binding	-	0.5173	51.73%
Glucocorticoid receptor binding	+	0.7656	76.56%
Aromatase binding	+	0.6640	66.40%
PPAR gamma	+	0.7201	72.01%
Honey bee toxicity	-	0.5628	56.28%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9727	97.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.75%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.05%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.53%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.61%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	96.42%	89.34%
CHEMBL2581	P07339	Cathepsin D	96.18%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.93%	96.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.84%	96.21%
CHEMBL2996	Q05655	Protein kinase C delta	92.99%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.20%	97.25%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.12%	91.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.64%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.45%	96.47%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.16%	96.77%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.91%	96.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.78%	91.07%
CHEMBL299	P17252	Protein kinase C alpha	90.64%	98.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.55%	86.33%
CHEMBL5028	O14672	ADAM10	88.85%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.68%	97.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	88.00%	90.93%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.70%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.38%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.73%	97.14%
CHEMBL1993	P26358	DNA (cytosine-5)-methyltransferase 1	85.66%	95.44%
CHEMBL220	P22303	Acetylcholinesterase	85.64%	94.45%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.11%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.41%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.13%	97.28%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.90%	81.11%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.90%	97.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.86%	94.45%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.94%	97.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.02%	99.17%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.99%	95.71%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.53%	93.04%
CHEMBL5255	O00206	Toll-like receptor 4	81.48%	92.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.43%	95.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.30%	96.90%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.27%	93.00%
CHEMBL3401	O75469	Pregnane X receptor	80.69%	94.73%

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: 21636149
• NPASS: NPC114019
• LOTUS: LTS0102349
• wikiData: Q105291585