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(2R,3R,4S,5S,6R)-2-[4-[(18R)-16-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-6-hydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID abceffcf-d709-49b7-bf0f-867d953258aa
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2R,3R,4S,5S,6R)-2-[4-[(18R)-16-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-6-hydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1C2C(CC3C2(CCC4C3CCC5C4(CCC(C5)OC6C(C(C(C(O6)COC7C(C(C(CO7)O)O)O)OC8C(C(C(CO8)O)O)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)O
SMILES (Isomeric) CC1C2C(CC3C2(CCC4C3CC[C@H]5C4(CCC(C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@H](CO7)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O)O)C)C)OC1(CCC(C)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O
InChI InChI=1S/C49H82O22/c1-20(16-63-44-40(60)36(56)35(55)30(15-50)68-44)7-12-49(62)21(2)32-29(71-49)14-26-24-6-5-22-13-23(8-10-47(22,3)25(24)9-11-48(26,32)4)67-46-41(61)37(57)42(70-45-39(59)34(54)28(52)18-65-45)31(69-46)19-66-43-38(58)33(53)27(51)17-64-43/h20-46,50-62H,5-19H2,1-4H3/t20?,21?,22-,23?,24?,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?/m1/s1
InChI Key GNLNTGLCBAHLPE-RYHWIWLOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C49H82O22
Molecular Weight 1023.20 g/mol
Exact Mass 1022.52977424 g/mol
Topological Polar Surface Area (TPSA) 346.00 Ų
XlogP -1.30
Atomic LogP (AlogP) -2.68
H-Bond Acceptor 22
H-Bond Donor 13
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[4-[(18R)-16-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-6-hydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5246 52.46%
Caco-2 - 0.8799 87.99%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.6174 61.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8825 88.25%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior + 0.7770 77.70%
P-glycoprotein inhibitior + 0.7406 74.06%
P-glycoprotein substrate + 0.6418 64.18%
CYP3A4 substrate + 0.7550 75.50%
CYP2C9 substrate - 0.8016 80.16%
CYP2D6 substrate - 0.8288 82.88%
CYP3A4 inhibition - 0.9473 94.73%
CYP2C9 inhibition - 0.9215 92.15%
CYP2C19 inhibition - 0.8997 89.97%
CYP2D6 inhibition - 0.9561 95.61%
CYP1A2 inhibition - 0.9215 92.15%
CYP2C8 inhibition + 0.6580 65.80%
CYP inhibitory promiscuity - 0.9616 96.16%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6223 62.23%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9041 90.41%
Skin irritation - 0.6555 65.55%
Skin corrosion - 0.9521 95.21%
Ames mutagenesis - 0.6778 67.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7967 79.67%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.8783 87.83%
skin sensitisation - 0.9420 94.20%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.9319 93.19%
Acute Oral Toxicity (c) I 0.8185 81.85%
Estrogen receptor binding + 0.8399 83.99%
Androgen receptor binding + 0.6468 64.68%
Thyroid receptor binding - 0.5248 52.48%
Glucocorticoid receptor binding + 0.6210 62.10%
Aromatase binding + 0.6838 68.38%
PPAR gamma + 0.7534 75.34%
Honey bee toxicity - 0.5795 57.95%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.7523 75.23%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 98.19% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.02% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 96.12% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.65% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.47% 97.25%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 94.94% 92.86%
CHEMBL204 P00734 Thrombin 94.78% 96.01%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.40% 96.61%
CHEMBL233 P35372 Mu opioid receptor 94.05% 97.93%
CHEMBL4581 P52732 Kinesin-like protein 1 93.53% 93.18%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.07% 94.45%
CHEMBL237 P41145 Kappa opioid receptor 91.83% 98.10%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 91.48% 89.05%
CHEMBL2996 Q05655 Protein kinase C delta 91.05% 97.79%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 91.03% 96.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.83% 100.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 90.39% 97.29%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.84% 96.77%
CHEMBL2094135 Q96BI3 Gamma-secretase 89.35% 98.05%
CHEMBL4302 P08183 P-glycoprotein 1 89.08% 92.98%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 89.06% 95.36%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.01% 96.47%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.78% 95.50%
CHEMBL2360 P00492 Hypoxanthine-guanine phosphoribosyltransferase 86.34% 87.38%
CHEMBL1871 P10275 Androgen Receptor 86.20% 96.43%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 85.79% 95.58%
CHEMBL206 P03372 Estrogen receptor alpha 85.78% 97.64%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 85.67% 92.32%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.36% 100.00%
CHEMBL220 P22303 Acetylcholinesterase 85.12% 94.45%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 84.85% 97.86%
CHEMBL5255 O00206 Toll-like receptor 4 84.20% 92.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.11% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.93% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.62% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.60% 92.94%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 82.47% 98.46%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.15% 100.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.84% 97.50%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 81.73% 92.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.62% 96.90%
CHEMBL5524 Q99873 Protein-arginine N-methyltransferase 1 81.33% 96.67%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 81.03% 92.78%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 80.81% 80.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.04% 97.14%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Asparagus cochinchinensis
Asparagus filicinus
Asparagus officinalis

Cross-Links

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PubChem 6325818
NPASS NPC81862
LOTUS LTS0257811
wikiData Q105012718