Prosaikogenin F

Details

• Internal ID: 2e95acaa-a03c-4196-8155-3bbbdb3e80db
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4S,5R,6R)-2-[[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-2-hydroxy-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2(C)CO)CCC4(C3C=CC56C4(CC(C7(C5CC(CC7)(C)C)CO6)O)C)C)C)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]4([C@@H]3C=C[C@@]56[C@]4(C[C@@H]([C@@]7([C@H]5CC(CC7)(C)C)CO6)O)C)C)C)O)O)O
• InChI: InChI=1S/C36H58O8/c1-20-26(39)27(40)28(41)29(43-20)44-25-10-11-31(4)21(32(25,5)18-37)8-12-33(6)22(31)9-13-36-23-16-30(2,3)14-15-35(23,19-42-36)24(38)17-34(33,36)7/h9,13,20-29,37-41H,8,10-12,14-19H2,1-7H3/t20-,21-,22-,23-,24+,25+,26+,27+,28-,29+,31+,32+,33-,34+,35-,36+/m1/s1
• InChI Key: WSSVJIGMYVWUJL-WMYDXDAXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₈O₈
• Molecular Weight: 618.80 g/mol
• Exact Mass: 618.41316880 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.95
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• 99365-20-5
• (2R,3R,4S,5R,6R)-2-[[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-2-Hydroxy-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-methyloxane-3,4,5-triol
• beta-D-Galactopyranoside, (3beta,4alpha,16beta)-13,28-epoxy-16,23-dihydroxyolean-11-en-3-yl 6-deoxy-
• Prosapogenin F
• CHEMBL3542195
• DTXSID001316977
• AKOS040763730
• XP172890

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6441	64.41%
Caco-2	-	0.8165	81.65%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6663	66.63%
OATP2B1 inhibitior	-	0.5797	57.97%
OATP1B1 inhibitior	+	0.8670	86.70%
OATP1B3 inhibitior	+	0.9158	91.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.6190	61.90%
P-glycoprotein inhibitior	+	0.6986	69.86%
P-glycoprotein substrate	-	0.5249	52.49%
CYP3A4 substrate	+	0.7142	71.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8287	82.87%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	-	0.8634	86.34%
CYP2C19 inhibition	-	0.8659	86.59%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.9115	91.15%
CYP2C8 inhibition	+	0.6495	64.95%
CYP inhibitory promiscuity	-	0.9473	94.73%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6210	62.10%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9191	91.91%
Skin irritation	-	0.6612	66.12%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7806	78.06%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6512	65.12%
skin sensitisation	-	0.9108	91.08%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6315	63.15%
Acute Oral Toxicity (c)	I	0.7129	71.29%
Estrogen receptor binding	+	0.5537	55.37%
Androgen receptor binding	+	0.7414	74.14%
Thyroid receptor binding	-	0.5195	51.95%
Glucocorticoid receptor binding	+	0.6148	61.48%
Aromatase binding	+	0.6456	64.56%
PPAR gamma	+	0.6385	63.85%
Honey bee toxicity	-	0.7243	72.43%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9152	91.52%

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	95.83%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.39%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.15%	97.36%
CHEMBL226	P30542	Adenosine A1 receptor	92.77%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.25%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.15%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.78%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.63%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.29%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.57%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.47%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.36%	95.50%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.27%	97.47%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.67%	97.53%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.10%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.90%	91.07%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.72%	96.38%
CHEMBL2581	P07339	Cathepsin D	81.56%	98.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.52%	89.05%

Plants that contains it

• Bupleurum chinense
• Bupleurum marginatum
• Clinopodium chinense
• Verbascum roripifolium

Cross-Links

• PubChem: 21637633
• NPASS: NPC80210
• ChEMBL: CHEMBL3542195
• LOTUS: LTS0109352
• wikiData: Q105312079