Yadanzioside M

Details

• Internal ID: c50bcd43-7d64-4fde-b568-ad2f595553fa
• 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-benzoyloxy-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): CC1C2CC3C45COC(C4C(C(=O)O3)OC(=O)C6=CC=CC=C6)(C(C(C5C2(C=C(C1=O)OC7C(C(C(C(O7)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)C6=CC=CC=C6)([C@H]([C@@H]([C@@H]5[C@]2(C=C(C1=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)O)O)C(=O)OC
• InChI: InChI=1S/C34H40O16/c1-13-15-9-18-33-12-46-34(31(44)45-3,26(33)24(29(43)49-18)50-28(42)14-7-5-4-6-8-14)27(41)23(40)25(33)32(15,2)10-16(19(13)36)47-30-22(39)21(38)20(37)17(11-35)48-30/h4-8,10,13,15,17-18,20-27,30,35,37-41H,9,11-12H2,1-3H3/t13-,15-,17+,18+,20+,21-,22+,23+,24+,25+,26+,27-,30+,32-,33+,34-/m0/s1
• InChI Key: QHFGKHHBXLUOJV-ROCAPRSOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₀O₁₆
• Molecular Weight: 704.70 g/mol
• Exact Mass: 704.23163518 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -2.02
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

• CHEMBL2368274
• HY-133097
• CS-0110678
• methyl (1R,2S,3R,6R,8S,9S,13S,14R,15R,16S,17S)-3-benzoyloxy-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

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6517	65.17%
Caco-2	-	0.8729	87.29%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6477	64.77%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8266	82.66%
OATP1B3 inhibitior	+	0.9444	94.44%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8425	84.25%
P-glycoprotein inhibitior	+	0.7128	71.28%
P-glycoprotein substrate	+	0.6974	69.74%
CYP3A4 substrate	+	0.7120	71.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8804	88.04%
CYP3A4 inhibition	-	0.8761	87.61%
CYP2C9 inhibition	-	0.8983	89.83%
CYP2C19 inhibition	-	0.8577	85.77%
CYP2D6 inhibition	-	0.9419	94.19%
CYP1A2 inhibition	-	0.8912	89.12%
CYP2C8 inhibition	+	0.7049	70.49%
CYP inhibitory promiscuity	-	0.8498	84.98%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6034	60.34%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9188	91.88%
Skin irritation	-	0.7405	74.05%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7638	76.38%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5948	59.48%
skin sensitisation	-	0.8652	86.52%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5075	50.75%
Acute Oral Toxicity (c)	III	0.4634	46.34%
Estrogen receptor binding	+	0.8326	83.26%
Androgen receptor binding	+	0.7183	71.83%
Thyroid receptor binding	+	0.5476	54.76%
Glucocorticoid receptor binding	+	0.7127	71.27%
Aromatase binding	+	0.6269	62.69%
PPAR gamma	+	0.7597	75.97%
Honey bee toxicity	-	0.7041	70.41%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9416	94.16%

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	99.11%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.36%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.18%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.26%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.64%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	94.90%	90.17%
CHEMBL2581	P07339	Cathepsin D	92.99%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	91.19%	91.49%
CHEMBL5028	O14672	ADAM10	88.35%	97.50%
CHEMBL2996	Q05655	Protein kinase C delta	88.29%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.15%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.74%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.01%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.51%	95.56%
CHEMBL2535	P11166	Glucose transporter	82.73%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.28%	95.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.23%	95.83%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.22%	97.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.83%	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: 21115200
• NPASS: NPC102465
• ChEMBL: CHEMBL2368274
• LOTUS: LTS0172744
• wikiData: Q105220883