Cirensenoside H

Details

• Internal ID: 074b1c74-bcb6-4370-9daf-76b78cc6552a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (1R,3aS,5aR,5bR,7aR,8R,9R,11aR,11bR,13aR,13bR)-9-hydroxy-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): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(C4C6CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)CO)O)C)C(=C)C)O)O)O)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)[C@]45CC[C@H]([C@@H]4[C@H]6CC[C@@H]7[C@]8(CC[C@H]([C@@]([C@@H]8CC[C@]7([C@@]6(CC5)C)C)(C)CO)O)C)C(=C)C)O)O)O)CO)O)O)O
• InChI: InChI=1S/C48H78O18/c1-21(2)23-10-15-48(17-16-46(6)24(30(23)48)8-9-28-44(4)13-12-29(51)45(5,20-50)27(44)11-14-47(28,46)7)43(60)66-42-37(58)34(55)32(53)26(64-42)19-61-40-38(59)35(56)39(25(18-49)63-40)65-41-36(57)33(54)31(52)22(3)62-41/h22-42,49-59H,1,8-20H2,2-7H3/t22-,23-,24+,25+,26+,27+,28+,29+,30+,31-,32+,33+,34-,35+,36+,37+,38+,39+,40+,41-,42-,44-,45-,46+,47+,48-/m0/s1
• InChI Key: VNTZDFZAGFBUPV-SPDQVOHQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₈O₁₈
• Molecular Weight: 943.10 g/mol
• Exact Mass: 942.51881563 g/mol
• Topological Polar Surface Area (TPSA): 295.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): -0.00
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

• Cirensenoside H
• Oplopanaxoside C ; Cirenshenoside H; Wujiapioside B

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6980	69.80%
Caco-2	-	0.8858	88.58%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7315	73.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8810	88.10%
OATP1B3 inhibitior	+	0.8452	84.52%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7276	72.76%
BSEP inhibitior	+	0.7371	73.71%
P-glycoprotein inhibitior	+	0.7375	73.75%
P-glycoprotein substrate	+	0.5470	54.70%
CYP3A4 substrate	+	0.7351	73.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.9279	92.79%
CYP2C9 inhibition	-	0.9079	90.79%
CYP2C19 inhibition	-	0.9070	90.70%
CYP2D6 inhibition	-	0.9472	94.72%
CYP1A2 inhibition	-	0.9055	90.55%
CYP2C8 inhibition	+	0.7175	71.75%
CYP inhibitory promiscuity	-	0.9594	95.94%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6772	67.72%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9065	90.65%
Skin irritation	+	0.5344	53.44%
Skin corrosion	-	0.9440	94.40%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7741	77.41%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9117	91.17%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8727	87.27%
Acute Oral Toxicity (c)	I	0.5670	56.70%
Estrogen receptor binding	+	0.8328	83.28%
Androgen receptor binding	+	0.7564	75.64%
Thyroid receptor binding	-	0.5250	52.50%
Glucocorticoid receptor binding	+	0.6686	66.86%
Aromatase binding	+	0.6464	64.64%
PPAR gamma	+	0.7990	79.90%
Honey bee toxicity	-	0.5989	59.89%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9592	95.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL233	P35372	Mu opioid receptor	96.92%	97.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.35%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.12%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.79%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.55%	97.36%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.66%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.61%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.55%	97.09%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	90.97%	96.09%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.96%	92.86%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.33%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.25%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	88.11%	95.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.95%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.72%	89.00%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	87.68%	91.83%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.03%	91.24%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	86.99%	97.86%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.65%	93.04%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.57%	95.89%
CHEMBL2581	P07339	Cathepsin D	86.44%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.25%	96.77%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.23%	81.11%
CHEMBL5255	O00206	Toll-like receptor 4	85.91%	92.50%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	85.86%	85.83%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.66%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.33%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.17%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.95%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.39%	97.33%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.08%	89.05%
CHEMBL237	P41145	Kappa opioid receptor	83.28%	98.10%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.13%	97.53%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.50%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.44%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.10%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.95%	96.90%
CHEMBL5028	O14672	ADAM10	81.55%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.04%	100.00%

Plants that contains it

• Eleutherococcus nodiflorus
• Pulsatilla chinensis

Cross-Links

• PubChem: 11029400
• NPASS: NPC18711
• LOTUS: LTS0191799
• wikiData: Q105289934