Saponin IV

Details

• Internal ID: 5b751376-29ff-4945-a593-6ab1add058f0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,4S,5S)-3-[(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]oxy-4,5-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3C(C(COC3OC4CCC5(C(C4(C)CO)CCC6(C5CC=C7C6(CCC8(C7CC(CC8)(C)C)C(=O)O)C)C)C)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](OC([C@@H]([C@H]2O)O)OC3[C@H]([C@H](CO[C@H]3O[C@H]4CC[C@]5([C@H]([C@]4(C)CO)CC[C@@]6([C@@H]5CC=C7[C@]6(CC[C@@]8([C@H]7CC(CC8)(C)C)C(=O)O)C)C)C)O)O)CO)O)O)O
• InChI: InChI=1S/C47H76O17/c1-22-30(51)32(53)34(55)38(60-22)63-36-26(19-48)61-39(35(56)33(36)54)64-37-31(52)25(50)20-59-40(37)62-29-11-12-43(4)27(44(29,5)21-49)10-13-46(7)28(43)9-8-23-24-18-42(2,3)14-16-47(24,41(57)58)17-15-45(23,46)6/h8,22,24-40,48-56H,9-21H2,1-7H3,(H,57,58)/t22-,24-,25-,26+,27+,28+,29-,30-,31-,32+,33+,34+,35+,36+,37?,38-,39?,40-,43-,44-,45+,46+,47-/m0/s1
• InChI Key: YADGZOSBSVGMPD-AINJXWRASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₆O₁₇
• Molecular Weight: 913.10 g/mol
• Exact Mass: 912.50825095 g/mol
• Topological Polar Surface Area (TPSA): 275.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.35
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

• Olean-12-en-28-oic acid, 3-[[O-6-deoxy-.alpha.-L-mannopyranosyl-(1->4)-O-D-glucopyranosyl-(1->2)-(2xi)-.alpha.-L-erythro-pentopyranosyl]oxy]-23-hydroxy-, (3.beta.)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7891	78.91%
Caco-2	-	0.8910	89.10%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	0.8785	87.85%
OATP1B1 inhibitior	+	0.8618	86.18%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.7920	79.20%
P-glycoprotein inhibitior	+	0.7488	74.88%
P-glycoprotein substrate	-	0.5997	59.97%
CYP3A4 substrate	+	0.7285	72.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.9300	93.00%
CYP2C9 inhibition	-	0.8838	88.38%
CYP2C19 inhibition	-	0.9101	91.01%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.8933	89.33%
CYP2C8 inhibition	+	0.6982	69.82%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9074	90.74%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7436	74.36%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.8431	84.31%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	+	0.8130	81.30%
Androgen receptor binding	+	0.7296	72.96%
Thyroid receptor binding	-	0.5568	55.68%
Glucocorticoid receptor binding	+	0.6775	67.75%
Aromatase binding	+	0.6450	64.50%
PPAR gamma	+	0.7858	78.58%
Honey bee toxicity	-	0.6951	69.51%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.9411	94.11%

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	96.53%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.93%	97.36%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.54%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.57%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.56%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.01%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.91%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.56%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.75%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.67%	96.77%
CHEMBL5028	O14672	ADAM10	83.27%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.23%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.39%	91.07%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.41%	95.50%
CHEMBL2581	P07339	Cathepsin D	80.31%	98.95%

Plants that contains it

• Hedera colchica
• Pulsatilla cernua
• Pulsatilla chinensis
• Serjania salzmanniana

Cross-Links

• PubChem: 482159
• LOTUS: LTS0055090
• wikiData: Q105345332