Yadanzioside H

Details

• Internal ID: dbf72303-7d08-4093-ba4f-5d488eb9b463
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: methyl (1R,2S,3R,6R,8S,11S,12S,13S,14R,15R,16S,17S)-12,15,16-trihydroxy-9,13-dimethyl-3-(3-methylbutanoyloxy)-4-oxo-11-[(2R,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=CC(C(C2(C1CC3C45C2C(C(C(C4C(C(=O)O3)OC(=O)CC(C)C)(OC5)C(=O)OC)O)O)C)O)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): CC1=C[C@@H]([C@H]([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)CC(C)C)(OC5)C(=O)OC)O)O)C)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C32H46O16/c1-11(2)6-17(34)48-22-24-31-10-44-32(24,29(42)43-5)26(40)21(38)23(31)30(4)13(8-16(31)47-27(22)41)12(3)7-14(25(30)39)45-28-20(37)19(36)18(35)15(9-33)46-28/h7,11,13-16,18-26,28,33,35-40H,6,8-10H2,1-5H3/t13-,14-,15+,16+,18+,19-,20+,21+,22+,23+,24+,25+,26-,28+,30-,31+,32-/m0/s1
• InChI Key: DYJYHQPMHVMJIS-DXMXMRDXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₆O₁₆
• Molecular Weight: 686.70 g/mol
• Exact Mass: 686.27858538 g/mol
• Topological Polar Surface Area (TPSA): 248.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.70
• H-Bond Acceptor: 16
• 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	+	0.7529	75.29%
Caco-2	-	0.8757	87.57%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7322	73.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8286	82.86%
OATP1B3 inhibitior	+	0.9256	92.56%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5527	55.27%
P-glycoprotein inhibitior	+	0.6671	66.71%
P-glycoprotein substrate	+	0.8186	81.86%
CYP3A4 substrate	+	0.7156	71.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8868	88.68%
CYP3A4 inhibition	-	0.8588	85.88%
CYP2C9 inhibition	-	0.8146	81.46%
CYP2C19 inhibition	-	0.8456	84.56%
CYP2D6 inhibition	-	0.9349	93.49%
CYP1A2 inhibition	-	0.8850	88.50%
CYP2C8 inhibition	+	0.4711	47.11%
CYP inhibitory promiscuity	-	0.8786	87.86%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5804	58.04%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9152	91.52%
Skin irritation	-	0.6991	69.91%
Skin corrosion	-	0.9357	93.57%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4182	41.82%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8627	86.27%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6457	64.57%
Acute Oral Toxicity (c)	III	0.6160	61.60%
Estrogen receptor binding	+	0.7413	74.13%
Androgen receptor binding	+	0.6991	69.91%
Thyroid receptor binding	-	0.6026	60.26%
Glucocorticoid receptor binding	+	0.6482	64.82%
Aromatase binding	+	0.6538	65.38%
PPAR gamma	+	0.6927	69.27%
Honey bee toxicity	-	0.6009	60.09%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9519	95.19%

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	99.00%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.87%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.81%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.77%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.66%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	94.71%	96.47%
CHEMBL4040	P28482	MAP kinase ERK2	91.25%	83.82%
CHEMBL2996	Q05655	Protein kinase C delta	90.91%	97.79%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	90.42%	95.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.33%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.05%	94.45%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.07%	98.75%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.89%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	87.31%	92.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.00%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.64%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.68%	97.09%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.51%	97.47%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.26%	91.07%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.01%	91.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.14%	95.56%
CHEMBL5028	O14672	ADAM10	82.62%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.62%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.55%	99.17%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.27%	89.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.16%	96.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.03%	97.14%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.77%	90.93%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.36%	97.28%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.97%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.28%	97.25%

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: 101659162
• NPASS: NPC165050
• LOTUS: LTS0268379
• wikiData: Q104991405