Parvifloside

Details

• Internal ID: 28f245e7-5e8a-4683-8d4d-aaffef322f2e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-2-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,16S)-6-hydroxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)O)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)OC1(CCC(C)COC1C(C(C(C(O1)CO)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O[C@@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)O[C@@]1(CC[C@@H](C)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O
• InChI: InChI=1S/C57H94O28/c1-21(20-75-50-42(69)40(67)36(63)30(16-58)78-50)8-13-57(74)22(2)34-29(85-57)15-28-26-7-6-24-14-25(9-11-55(24,4)27(26)10-12-56(28,34)5)77-54-49(84-51-43(70)39(66)35(62)23(3)76-51)45(72)47(33(19-61)81-54)82-53-46(73)48(38(65)32(18-60)80-53)83-52-44(71)41(68)37(64)31(17-59)79-52/h6,21-23,25-54,58-74H,7-20H2,1-5H3/t21-,22+,23+,25+,26-,27+,28+,29+,30-,31-,32-,33-,34+,35+,36-,37-,38-,39-,40+,41+,42-,43-,44-,45+,46-,47-,48+,49-,50-,51+,52+,53+,54+,55+,56+,57-/m1/s1
• InChI Key: GJVYYBVWPSQRTC-MEIWCCOHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₉₄O₂₈
• Molecular Weight: 1227.30 g/mol
• Exact Mass: 1226.59316234 g/mol
• Topological Polar Surface Area (TPSA): 445.00 Ų
• XlogP: -3.30
• Atomic LogP (AlogP): -5.18
• H-Bond Acceptor: 28
• H-Bond Donor: 17
• Rotatable Bonds: 18

Synonyms

• NCM4V97CO0
• UNII-NCM4V97CO0
• 855779-32-7
• (3.BETA.,25R)-26-(.BETA.-D-GLUCOPYRANOSYLOXY)-22-HYDROXYFUROST-5-EN-3-YL O-.BETA.-D-GLUCOPYRANOSYL-(1->3)-O-.BETA.-D-GLUCOPYRANOSYL-(1->4)-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL-(1->2))-.BETA.-D-GLUCOPYRANOSIDE
• (3beta,25R)-26-(beta-D-Glucopyranosyloxy)-22-hydroxyfurost-5-en-3-yl o-beta-D-glucopyranosyl-(1->3)-o-beta-D-glucopyranosyl-(1->4)-O-(6-deoxy-alpha-L-mannopyranosyl-(1->2))-beta-D-glucopyranoside
• .BETA.-D-GLUCOPYRANOSIDE, (3.BETA.,25R)-26-(.BETA.-D-GLUCOPYRANOSYLOXY)-22-HYDROXYFUROST-5-EN-3-YL O-.BETA.-D-GLUCOPYRANOSYL-(1->3)-O-.BETA.-D-GLUCOPYRANOSYL-(1->4)-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL-(1->2))-
• beta-D-Glucopyranoside, (3beta,25R)-26-(beta-D-glucopyranosyloxy)-22-hydroxyfurost-5-en-3-yl o-beta-D-glucopyranosyl-(1->3)-o-beta-D-glucopyranosyl-(1->4)-O-(6-deoxy-alpha-L-mannopyranosyl-(1->2))-
• RefChem:170127
• (2S,3R,4R,5R,6S)-2-((2S,3R,4S,5S,6R)-5-((2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyoxan-2-yl)oxy-4-hydroxy-6-(hydroxymethyl)-2-(((1S,2S,4S,6R,7S,8R,9S,12S,13R,16S)-6-hydroxy-7,9,13-trimethyl-6-((3R)-3-methyl-4-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxybutyl)-5-oxapentacyclo(10.8.0.02,9.04,8.013,18)icos-18-en-16-yl)oxy)oxan-3-yl)oxy-6-methyloxane-3,4,5-triol
• (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-2-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,16S)-6-hydroxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7571	75.71%
Caco-2	-	0.8821	88.21%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7376	73.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8753	87.53%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9142	91.42%
P-glycoprotein inhibitior	+	0.7418	74.18%
P-glycoprotein substrate	+	0.6836	68.36%
CYP3A4 substrate	+	0.7508	75.08%
CYP2C9 substrate	-	0.8020	80.20%
CYP2D6 substrate	-	0.8336	83.36%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	-	0.9234	92.34%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.9102	91.02%
CYP2C8 inhibition	+	0.7467	74.67%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9015	90.15%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8251	82.51%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9150	91.50%
Acute Oral Toxicity (c)	I	0.5904	59.04%
Estrogen receptor binding	+	0.8549	85.49%
Androgen receptor binding	+	0.7061	70.61%
Thyroid receptor binding	+	0.5804	58.04%
Glucocorticoid receptor binding	+	0.7219	72.19%
Aromatase binding	+	0.6816	68.16%
PPAR gamma	+	0.8164	81.64%
Honey bee toxicity	-	0.6025	60.25%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9176	91.76%

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	98.80%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.78%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	98.08%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.46%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.63%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.57%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.89%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.67%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.41%	89.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.50%	89.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.03%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.66%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.29%	95.89%
CHEMBL2581	P07339	Cathepsin D	88.60%	98.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.16%	92.86%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.95%	96.61%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.23%	97.29%
CHEMBL1937	Q92769	Histone deacetylase 2	85.79%	94.75%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	85.14%	98.46%
CHEMBL1914	P06276	Butyrylcholinesterase	84.85%	95.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.42%	100.00%
CHEMBL2360	P00492	Hypoxanthine-guanine phosphoribosyltransferase	84.25%	87.38%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.52%	94.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	83.04%	98.05%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.78%	100.00%
CHEMBL242	Q92731	Estrogen receptor beta	80.91%	98.35%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.85%	91.71%
CHEMBL4581	P52732	Kinesin-like protein 1	80.77%	93.18%
CHEMBL5255	O00206	Toll-like receptor 4	80.71%	92.50%
CHEMBL3401	O75469	Pregnane X receptor	80.33%	94.73%
CHEMBL2996	Q05655	Protein kinase C delta	80.14%	97.79%

Plants that contains it

• Dioscorea sinoparviflora

Cross-Links

• PubChem: 134687323
• LOTUS: LTS0111388
• wikiData: Q105009580