Quadranoside II

Details

• Internal ID: 9ead6d5d-8c1a-43b8-bcd6-bd17fe7cdf42
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,3aS,5aR,5bR,7R,7aR,8R,9R,10R,11aR,11bR,13aR,13bR)-7,9,10-trihydroxy-8-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylate
• SMILES (Canonical): CC(=C)C1CCC2(C1C3CCC4C5(CC(C(C(C5C(CC4(C3(CC2)C)C)O)(C)CO)O)O)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(C[C@H]([C@@H]([C@@]([C@@H]5[C@@H](C[C@]4([C@@]3(CC2)C)C)O)(C)CO)O)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C36H58O11/c1-17(2)18-9-10-36(31(45)47-30-27(43)26(42)25(41)22(15-37)46-30)12-11-34(5)19(24(18)36)7-8-23-32(3)13-21(40)29(44)33(4,16-38)28(32)20(39)14-35(23,34)6/h18-30,37-44H,1,7-16H2,2-6H3/t18-,19+,20+,21+,22+,23+,24+,25+,26-,27+,28+,29-,30-,32+,33-,34+,35+,36-/m0/s1
• InChI Key: YCWVOSKURXIKHC-LMAUHAKTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₈O₁₁
• Molecular Weight: 666.80 g/mol
• Exact Mass: 666.39791266 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 1.26
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

• CHEMBL502086

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7504	75.04%
Caco-2	-	0.8557	85.57%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7227	72.27%
OATP2B1 inhibitior	-	0.5821	58.21%
OATP1B1 inhibitior	+	0.8543	85.43%
OATP1B3 inhibitior	+	0.8701	87.01%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7526	75.26%
BSEP inhibitior	-	0.7954	79.54%
P-glycoprotein inhibitior	+	0.6453	64.53%
P-glycoprotein substrate	-	0.5569	55.69%
CYP3A4 substrate	+	0.7128	71.28%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8436	84.36%
CYP3A4 inhibition	-	0.8945	89.45%
CYP2C9 inhibition	-	0.8823	88.23%
CYP2C19 inhibition	-	0.8666	86.66%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.8533	85.33%
CYP2C8 inhibition	+	0.6467	64.67%
CYP inhibitory promiscuity	-	0.9450	94.50%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7241	72.41%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9181	91.81%
Skin irritation	+	0.5160	51.60%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8049	80.49%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9110	91.10%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6455	64.55%
Acute Oral Toxicity (c)	I	0.4808	48.08%
Estrogen receptor binding	+	0.6774	67.74%
Androgen receptor binding	+	0.7635	76.35%
Thyroid receptor binding	-	0.5685	56.85%
Glucocorticoid receptor binding	+	0.6097	60.97%
Aromatase binding	+	0.6409	64.09%
PPAR gamma	+	0.6357	63.57%
Honey bee toxicity	-	0.7001	70.01%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9654	96.54%

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	98.09%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.28%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.78%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.74%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.72%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.24%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.76%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	92.73%	83.82%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.82%	91.24%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.06%	92.94%
CHEMBL233	P35372	Mu opioid receptor	89.84%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.99%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.67%	96.77%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.70%	95.50%
CHEMBL2996	Q05655	Protein kinase C delta	85.11%	97.79%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.10%	95.83%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.98%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.99%	86.33%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.97%	82.50%
CHEMBL5255	O00206	Toll-like receptor 4	82.41%	92.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.35%	97.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.79%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.03%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.84%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.49%	95.89%

Plants that contains it

• Combretum quadrangulare

Cross-Links

• PubChem: 10394671
• NPASS: NPC240125
• LOTUS: LTS0053788
• wikiData: Q105346553