Asparasaponin I

Details

• Internal ID: f16c62bf-eef2-4d87-86ba-9e546df715fc
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,16S)-6-hydroxy-7,9,13-trimethyl-6-[(3S)-3-methyl-4-[(2R,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]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-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)C)O)O)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)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)C)O)O)O)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)C)C)O[C@@]1(CC[C@H](C)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O
• InChI: InChI=1S/C51H84O22/c1-20(19-65-45-39(60)38(59)35(56)30(17-52)69-45)9-14-51(64)21(2)32-29(73-51)16-28-26-8-7-24-15-25(10-12-49(24,5)27(26)11-13-50(28,32)6)68-48-44(72-47-41(62)37(58)34(55)23(4)67-47)42(63)43(31(18-53)70-48)71-46-40(61)36(57)33(54)22(3)66-46/h7,20-23,25-48,52-64H,8-19H2,1-6H3/t20-,21-,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+/m0/s1
• InChI Key: LVTJOONKWUXEFR-YFQJTNJMSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₄O₂₂
• Molecular Weight: 1049.20 g/mol
• Exact Mass: 1048.54542430 g/mol
• Topological Polar Surface Area (TPSA): 346.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.98
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 14

Synonyms

• Asparasaponin I
• CHEBI:9718
• 60478-69-5
• CHEMBL1163175
• C08917
• DTXSID50331659
• Q27108482
• (22R,25S)-3beta-(2-O,4-O-Di-alpha-L-rhamnopyranosyl-beta-D-glucopyranosyloxy)-26-(beta-D-glucopyranosyloxy)furosta-5-ene-22-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7571	75.71%
Caco-2	-	0.8886	88.86%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7376	73.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8794	87.94%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8354	83.54%
P-glycoprotein inhibitior	+	0.7412	74.12%
P-glycoprotein substrate	+	0.6579	65.79%
CYP3A4 substrate	+	0.7497	74.97%
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	+	0.7231	72.31%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9046	90.46%
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	+	0.8226	82.26%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8750	87.50%
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	-	0.9060	90.60%
Acute Oral Toxicity (c)	I	0.5904	59.04%
Estrogen receptor binding	+	0.8602	86.02%
Androgen receptor binding	+	0.6992	69.92%
Thyroid receptor binding	+	0.5595	55.95%
Glucocorticoid receptor binding	+	0.7053	70.53%
Aromatase binding	+	0.6974	69.74%
PPAR gamma	+	0.7982	79.82%
Honey bee toxicity	-	0.5984	59.84%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
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	98.74%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.63%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	98.10%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.46%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.63%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.67%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.44%	89.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.41%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.26%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.85%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.37%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.29%	95.89%
CHEMBL2581	P07339	Cathepsin D	89.25%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.34%	96.61%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.91%	92.86%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.48%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	85.79%	94.75%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.34%	97.29%
CHEMBL2094135	Q96BI3	Gamma-secretase	84.90%	98.05%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	84.58%	98.46%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.16%	94.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.86%	100.00%
CHEMBL242	Q92731	Estrogen receptor beta	82.10%	98.35%
CHEMBL2996	Q05655	Protein kinase C delta	81.98%	97.79%
CHEMBL1914	P06276	Butyrylcholinesterase	81.92%	95.00%
CHEMBL2360	P00492	Hypoxanthine-guanine phosphoribosyltransferase	81.91%	87.38%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.78%	100.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.48%	91.71%
CHEMBL3401	O75469	Pregnane X receptor	80.93%	94.73%
CHEMBL4581	P52732	Kinesin-like protein 1	80.77%	93.18%
CHEMBL5255	O00206	Toll-like receptor 4	80.27%	92.50%

Plants that contains it

• Aconitum forrestii
• Adenium obesum
• Allium fistulosum
• Berkheya radula
• Borassus flabellifer
• Buxus rolfei
• Calocedrus macrolepis
• Calophyllum lanigerum
• Canarium muelleri
• Capsicum baccatum
• Carissa spinarum
• Conioselinum tataricum
• Croton megistocarpus
• Daphniphyllum subverticillatum
• Dioscorea collettii
• Euphorbia wallichii
• Garcinia latissima
• Gentianella bellidifolia
• Geranium sibiricum
• Lagerstroemia indica
• Lycopodium paniculatum
• Lygodium flexuosum
• Machilus japonica
• Marchantia polymorpha
• Microlepia marginata
• Mikania oblongifolia
• Mollugo cerviana
• Nageia wallichiana
• Neoboutonia mannii
• Parkia javanica
• Paullinia pinnata
• Piper puberulum
• Ranunculus bulbosus
• Salvia viridis
• Sarcococca hookeriana
• Senecio isatideus
• Sideritis condensata
• Solanum virginianum
• Strobilanthes cusia
• Trigonella foenum-graecum

Cross-Links

• PubChem: 441899
• NPASS: NPC84956
• LOTUS: LTS0102884
• wikiData: Q27108482