floribundasaponin A

Details

• Internal ID: 7d92ad59-e057-4054-8193-67e600571f57
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,6R,7S,8S,9S,12S,13R,16S)-8-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3(C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)O)C)C)O)C)OC1
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@]3([C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C)O)C)OC1
• InChI: InChI=1S/C33H52O9/c1-17-7-12-32(39-16-17)18(2)33(38)25(42-32)14-23-21-6-5-19-13-20(8-10-30(19,3)22(21)9-11-31(23,33)4)40-29-28(37)27(36)26(35)24(15-34)41-29/h5,17-18,20-29,34-38H,6-16H2,1-4H3/t17-,18-,20+,21-,22+,23+,24-,25+,26-,27+,28-,29-,30+,31+,32-,33-/m1/s1
• InChI Key: CGQPDIYJWNSEQF-BJNUSKFXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₂O₉
• Molecular Weight: 592.80 g/mol
• Exact Mass: 592.36113323 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.65
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• pennogenin-3-O-beta-D-glucopyranoside
• (3beta,25R)-17-hydroxyspirost-5-en-3-yl beta-D-glucopyranoside
• Progenin I
• CHEBI:65901
• Q27134394
• 37341-36-9

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7196	71.96%
Caco-2	-	0.8494	84.94%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7739	77.39%
OATP2B1 inhibitior	-	0.7238	72.38%
OATP1B1 inhibitior	+	0.8508	85.08%
OATP1B3 inhibitior	+	0.8663	86.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5923	59.23%
P-glycoprotein inhibitior	+	0.6495	64.95%
P-glycoprotein substrate	+	0.5340	53.40%
CYP3A4 substrate	+	0.7277	72.77%
CYP2C9 substrate	-	0.7915	79.15%
CYP2D6 substrate	-	0.8348	83.48%
CYP3A4 inhibition	-	0.9460	94.60%
CYP2C9 inhibition	-	0.9118	91.18%
CYP2C19 inhibition	-	0.9113	91.13%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.8848	88.48%
CYP2C8 inhibition	+	0.7488	74.88%
CYP inhibitory promiscuity	-	0.8774	87.74%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5291	52.91%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9324	93.24%
Skin irritation	-	0.5662	56.62%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.8870	88.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7806	78.06%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.9240	92.40%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6650	66.50%
Acute Oral Toxicity (c)	III	0.4459	44.59%
Estrogen receptor binding	+	0.6821	68.21%
Androgen receptor binding	+	0.7634	76.34%
Thyroid receptor binding	-	0.6028	60.28%
Glucocorticoid receptor binding	+	0.5400	54.00%
Aromatase binding	+	0.6617	66.17%
PPAR gamma	+	0.5905	59.05%
Honey bee toxicity	-	0.6363	63.63%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9442	94.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.55%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.78%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.59%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.47%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.01%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.92%	100.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.80%	94.08%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.55%	96.95%
CHEMBL2243	O00519	Anandamide amidohydrolase	88.01%	97.53%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	87.98%	94.23%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.74%	89.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.50%	94.45%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.85%	91.71%
CHEMBL2581	P07339	Cathepsin D	85.67%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.65%	96.61%
CHEMBL5255	O00206	Toll-like receptor 4	85.53%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.19%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.15%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.09%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.38%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.67%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.34%	86.92%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	83.30%	96.39%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.67%	94.62%
CHEMBL2996	Q05655	Protein kinase C delta	82.07%	97.79%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.63%	93.56%

Plants that contains it

• Dioscorea floribunda
• Dioscorea olfersiana
• Dracaena arborea
• Maianthemum dilatatum
• Paris polyphylla

Cross-Links

• PubChem: 70697751
• NPASS: NPC307097
• LOTUS: LTS0221523
• wikiData: Q27134394