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(2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6S)-6-[(2S,3R,4S,5R,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-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 7cb0d2af-3a54-4c81-9124-5c8da1ba9f32
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6S)-6-[(2S,3R,4S,5R,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)CO)O)OC2C(C(C(C(O2)CO)O)OC2C(C(C(C(O2)CO)OC2C(C(C(C(O2)C)O)O)O)O)O)O)O)O)O)C)C)C)OC1
SMILES (Isomeric) C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@@H]6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)O)O)O)O)O)O)O)O)C)C)C)OC1
InChI InChI=1S/C63H104O32/c1-22-8-13-63(82-21-22)23(2)36-30(95-63)15-29-27-7-6-25-14-26(9-11-61(25,4)28(27)10-12-62(29,36)5)84-56-46(78)43(75)51(35(20-68)88-56)91-60-54(42(74)38(70)31(16-64)87-60)94-59-49(81)53(40(72)33(18-66)86-59)93-58-48(80)52(39(71)32(17-65)85-58)92-57-47(79)44(76)50(34(19-67)89-57)90-55-45(77)41(73)37(69)24(3)83-55/h22-60,64-81H,6-21H2,1-5H3/t22-,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-,50-,51+,52+,53+,54-,55+,56-,57+,58+,59+,60+,61+,62+,63-/m1/s1
InChI Key YWWXWHIMTHGKQY-VWKDHHNQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C63H104O32
Molecular Weight 1373.50 g/mol
Exact Mass 1372.6510711 g/mol
Topological Polar Surface Area (TPSA) 493.00 Ų
XlogP -3.70
Atomic LogP (AlogP) -6.23
H-Bond Acceptor 32
H-Bond Donor 18
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6S)-6-[(2S,3R,4S,5R,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2S,3R,4S,5S,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-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 - 0.5917 59.17%
Caco-2 - 0.8700 87.00%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6898 68.98%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9141 91.41%
OATP1B3 inhibitior + 0.9448 94.48%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5750 57.50%
BSEP inhibitior + 0.8849 88.49%
P-glycoprotein inhibitior + 0.7419 74.19%
P-glycoprotein substrate - 0.6643 66.43%
CYP3A4 substrate + 0.7453 74.53%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8164 81.64%
CYP3A4 inhibition - 0.9611 96.11%
CYP2C9 inhibition - 0.9091 90.91%
CYP2C19 inhibition - 0.8819 88.19%
CYP2D6 inhibition - 0.9566 95.66%
CYP1A2 inhibition - 0.9089 90.89%
CYP2C8 inhibition + 0.6800 68.00%
CYP inhibitory promiscuity - 0.9291 92.91%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6271 62.71%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.8995 89.95%
Skin irritation - 0.7119 71.19%
Skin corrosion - 0.9532 95.32%
Ames mutagenesis - 0.8054 80.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8294 82.94%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.9625 96.25%
skin sensitisation - 0.9466 94.66%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.8836 88.36%
Acute Oral Toxicity (c) I 0.7761 77.61%
Estrogen receptor binding + 0.8643 86.43%
Androgen receptor binding + 0.6968 69.68%
Thyroid receptor binding + 0.5918 59.18%
Glucocorticoid receptor binding + 0.6867 68.67%
Aromatase binding + 0.6602 66.02%
PPAR gamma + 0.8001 80.01%
Honey bee toxicity - 0.5264 52.64%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.8210 82.10%

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 98.01% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.35% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.33% 97.09%
CHEMBL237 P41145 Kappa opioid receptor 94.60% 98.10%
CHEMBL233 P35372 Mu opioid receptor 93.76% 97.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.73% 96.61%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 92.18% 97.31%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.61% 100.00%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 91.04% 97.86%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 90.44% 92.86%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 90.20% 95.50%
CHEMBL226 P30542 Adenosine A1 receptor 89.16% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.15% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.97% 97.25%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 88.78% 89.05%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.33% 92.94%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 87.29% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 86.68% 92.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.47% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.21% 89.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.92% 96.21%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 85.58% 95.58%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.32% 100.00%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 84.42% 98.99%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.18% 95.89%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 83.65% 93.10%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.63% 86.33%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.08% 96.38%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.59% 91.24%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 82.54% 97.29%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 82.06% 95.36%
CHEMBL5524 Q99873 Protein-arginine N-methyltransferase 1 81.35% 96.67%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.43% 86.92%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.39% 96.77%
CHEMBL2094135 Q96BI3 Gamma-secretase 80.31% 98.05%

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.
Camassia cusickii
Yucca gloriosa

Cross-Links

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PubChem 101609654
LOTUS LTS0169185
wikiData Q104400314