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(1S,2S,4S,4'S,5'S,6R,7S,8R,9S,12S,13R,15R,16R,18R,19R)-4'-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5',7,9,13-tetramethyl-15-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16,18,19-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 1b4f9af5-8af1-4834-9af2-9c384d9a6e50
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (1S,2S,4S,4'S,5'S,6R,7S,8R,9S,12S,13R,15R,16R,18R,19R)-4'-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5',7,9,13-tetramethyl-15-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16,18,19-triol
SMILES (Canonical) CC1COC2(CC1OC3C(C(C(C(O3)CO)O)O)OC4C(C(C(C(O4)CO)O)O)O)C(C5C(O2)CC6C5(CCC7C6CC(C8(C7(CC(C(C8)O)OC9C(C(C(C(O9)CO)O)O)O)C)O)O)C)C
SMILES (Isomeric) C[C@H]1CO[C@@]2(C[C@@H]1O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)[C@H]([C@H]5[C@@H](O2)C[C@@H]6[C@@]5(CC[C@H]7[C@H]6C[C@H]([C@@]8([C@@]7(C[C@H]([C@@H](C8)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)O)O)C)C
InChI InChI=1S/C45H74O22/c1-16-15-60-45(11-23(16)61-41-38(35(56)32(53)27(14-48)65-41)66-40-37(58)34(55)31(52)26(13-47)64-40)17(2)29-22(67-45)8-20-18-7-28(50)44(59)9-21(49)24(10-43(44,4)19(18)5-6-42(20,29)3)62-39-36(57)33(54)30(51)25(12-46)63-39/h16-41,46-59H,5-15H2,1-4H3/t16-,17-,18+,19-,20-,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+/m0/s1
InChI Key LPKRWODJKKQGPU-PZEWQBFRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C45H74O22
Molecular Weight 967.10 g/mol
Exact Mass 966.46717398 g/mol
Topological Polar Surface Area (TPSA) 357.00 Ų
XlogP -2.60
Atomic LogP (AlogP) -4.71
H-Bond Acceptor 22
H-Bond Donor 14
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,4S,4'S,5'S,6R,7S,8R,9S,12S,13R,15R,16R,18R,19R)-4'-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5',7,9,13-tetramethyl-15-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16,18,19-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 - 0.8863 88.63%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6174 61.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8833 88.33%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior - 0.4643 46.43%
P-glycoprotein inhibitior + 0.7386 73.86%
P-glycoprotein substrate - 0.5551 55.51%
CYP3A4 substrate + 0.7530 75.30%
CYP2C9 substrate - 0.8018 80.18%
CYP2D6 substrate - 0.8301 83.01%
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 + 0.7149 71.49%
CYP inhibitory promiscuity - 0.9616 96.16%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6223 62.23%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9053 90.53%
Skin irritation - 0.6555 65.55%
Skin corrosion - 0.9521 95.21%
Ames mutagenesis - 0.7415 74.15%
Human Ether-a-go-go-Related Gene inhibition + 0.7605 76.05%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.7584 75.84%
skin sensitisation - 0.9420 94.20%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.8261 82.61%
Acute Oral Toxicity (c) I 0.8185 81.85%
Estrogen receptor binding + 0.7494 74.94%
Androgen receptor binding + 0.7602 76.02%
Thyroid receptor binding - 0.5664 56.64%
Glucocorticoid receptor binding + 0.6009 60.09%
Aromatase binding + 0.6457 64.57%
PPAR gamma + 0.7328 73.28%
Honey bee toxicity - 0.5582 55.82%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5400 54.00%
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
CHEMBL218 P21554 Cannabinoid CB1 receptor 98.11% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.05% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.01% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 94.26% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.62% 97.25%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 93.39% 96.21%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 93.39% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.09% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.77% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.09% 85.14%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 90.85% 92.86%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 90.74% 89.05%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 90.13% 95.58%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 88.89% 97.86%
CHEMBL237 P41145 Kappa opioid receptor 88.66% 98.10%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.57% 95.89%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.52% 91.24%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.17% 96.77%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.34% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 85.24% 92.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.00% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.82% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.04% 92.94%
CHEMBL259 P32245 Melanocortin receptor 4 82.07% 95.38%
CHEMBL5524 Q99873 Protein-arginine N-methyltransferase 1 82.06% 96.67%
CHEMBL1871 P10275 Androgen Receptor 81.79% 96.43%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.59% 100.00%
CHEMBL2094135 Q96BI3 Gamma-secretase 80.70% 98.05%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.64% 96.90%
CHEMBL206 P03372 Estrogen receptor alpha 80.63% 97.64%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.55% 97.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.07% 89.00%

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.
Allium karataviense

Cross-Links

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PubChem 10629740
LOTUS LTS0240151
wikiData Q105155216