Chinenoside IV

Details

• Internal ID: f6dfae25-6254-4592-b5b0-117e5d133b56
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: 16-[3,4-dihydroxy-5-(3,4,5-trihydroxyoxan-2-yl)oxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxy-6-[1-hydroxy-4-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentan-2-yl]-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-6-en-19-one
• SMILES (Canonical): CC1=C(OC2C1C3(CCC4C(C3C2)CC(=O)C5C4(CCC(C5)OC6C(C(C(C(O6)COC7C(C(C(CO7)O)O)O)OC8C(C(C(CO8)O)O)O)O)O)C)C)C(CC(C)COC9C(C(C(C(O9)CO)O)O)O)CO
• SMILES (Isomeric): CC1=C(OC2C1C3(CCC4C(C3C2)CC(=O)C5C4(CCC(C5)OC6C(C(C(C(O6)COC7C(C(C(CO7)O)O)O)OC8C(C(C(CO8)O)O)O)O)O)C)C)C(CC(C)COC9C(C(C(C(O9)CO)O)O)O)CO
• InChI: InChI=1S/C50H80O23/c1-19(15-65-46-41(63)37(59)36(58)31(14-52)71-46)9-21(13-51)43-20(2)33-30(70-43)12-25-23-11-27(53)26-10-22(5-7-49(26,3)24(23)6-8-50(25,33)4)69-48-42(64)38(60)44(73-47-40(62)35(57)29(55)17-67-47)32(72-48)18-68-45-39(61)34(56)28(54)16-66-45/h19,21-26,28-42,44-48,51-52,54-64H,5-18H2,1-4H3
• InChI Key: VUAXPLNAPPGWDL-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₀O₂₃
• Molecular Weight: 1049.20 g/mol
• Exact Mass: 1048.50903879 g/mol
• Topological Polar Surface Area (TPSA): 363.00 Ų
• XlogP: -3.60
• Atomic LogP (AlogP): -3.33
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7742	77.42%
Caco-2	-	0.8773	87.73%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7887	78.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8355	83.55%
OATP1B3 inhibitior	+	0.9121	91.21%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8421	84.21%
P-glycoprotein inhibitior	+	0.7408	74.08%
P-glycoprotein substrate	+	0.6949	69.49%
CYP3A4 substrate	+	0.7517	75.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8535	85.35%
CYP3A4 inhibition	-	0.9260	92.60%
CYP2C9 inhibition	-	0.9225	92.25%
CYP2C19 inhibition	-	0.9271	92.71%
CYP2D6 inhibition	-	0.9385	93.85%
CYP1A2 inhibition	-	0.9132	91.32%
CYP2C8 inhibition	+	0.7327	73.27%
CYP inhibitory promiscuity	-	0.9428	94.28%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5826	58.26%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9038	90.38%
Skin irritation	+	0.5363	53.63%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.6685	66.85%
Human Ether-a-go-go-Related Gene inhibition	+	0.7715	77.15%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9216	92.16%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9373	93.73%
Acute Oral Toxicity (c)	I	0.7446	74.46%
Estrogen receptor binding	+	0.8469	84.69%
Androgen receptor binding	+	0.7448	74.48%
Thyroid receptor binding	+	0.5157	51.57%
Glucocorticoid receptor binding	+	0.6891	68.91%
Aromatase binding	+	0.6894	68.94%
PPAR gamma	+	0.7694	76.94%
Honey bee toxicity	-	0.6031	60.31%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9343	93.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.63%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.11%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.33%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.48%	96.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	93.53%	96.47%
CHEMBL220	P22303	Acetylcholinesterase	92.44%	94.45%
CHEMBL206	P03372	Estrogen receptor alpha	91.11%	97.64%
CHEMBL2581	P07339	Cathepsin D	90.44%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.17%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	89.07%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.71%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	88.01%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.84%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.28%	96.77%
CHEMBL4581	P52732	Kinesin-like protein 1	86.98%	93.18%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.43%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	86.34%	98.10%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.27%	93.04%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.20%	96.90%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.83%	95.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.76%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.72%	94.45%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	85.25%	96.37%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.73%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.69%	92.62%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.61%	96.21%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.28%	97.29%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.93%	86.33%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	83.91%	92.32%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.58%	95.71%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.18%	96.61%
CHEMBL1937	Q92769	Histone deacetylase 2	83.16%	94.75%
CHEMBL1871	P10275	Androgen Receptor	82.80%	96.43%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.37%	97.47%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.21%	95.58%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.20%	94.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.89%	98.75%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.56%	95.50%
CHEMBL1951	P21397	Monoamine oxidase A	80.42%	91.49%
CHEMBL325	Q13547	Histone deacetylase 1	80.24%	95.92%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.04%	96.33%

Plants that contains it

• Allium chinense

Cross-Links

• PubChem: 131751142
• LOTUS: LTS0000920
• wikiData: Q105293148