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(2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6S)-6-[(2S,3R,4S,5R,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-3-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-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 1dc0d2d9-4667-48a4-b6ff-7b0e63125fa6
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-[(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-3-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-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)OC9C(C(C(C(O9)CO)OC2C(C(C(C(O2)C)O)O)O)O)O)OC2C(C(C(C(O2)CO)O)OC2C(C(C(C(O2)C)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[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)O)O)O)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)C)O)O)O)O)O)O)C)C)C)OC1
InChI InChI=1S/C63H104O31/c1-22-9-14-63(81-21-22)23(2)36-31(94-63)16-30-28-8-7-26-15-27(10-12-61(26,5)29(28)11-13-62(30,36)6)84-57-47(78)43(74)51(35(20-67)87-57)90-60-54(93-59-49(80)52(39(70)32(17-64)85-59)91-56-46(77)42(73)38(69)25(4)83-56)53(40(71)33(18-65)86-60)92-58-48(79)44(75)50(34(19-66)88-58)89-55-45(76)41(72)37(68)24(3)82-55/h22-60,64-80H,7-21H2,1-6H3/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 RBAZSJZONBOFSX-DDASHGSOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C63H104O31
Molecular Weight 1357.50 g/mol
Exact Mass 1356.6561565 g/mol
Topological Polar Surface Area (TPSA) 473.00 Ų
XlogP -3.20
Atomic LogP (AlogP) -5.21
H-Bond Acceptor 31
H-Bond Donor 17
Rotatable Bonds 16

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-[(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-3-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-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 - 0.8711 87.11%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6898 68.98%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9189 91.89%
OATP1B3 inhibitior + 0.9448 94.48%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5750 57.50%
BSEP inhibitior + 0.8865 88.65%
P-glycoprotein inhibitior + 0.7406 74.06%
P-glycoprotein substrate - 0.6162 61.62%
CYP3A4 substrate + 0.7463 74.63%
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 + 0.6825 68.25%
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 - 0.9001 90.01%
Skin irritation - 0.7119 71.19%
Skin corrosion - 0.9532 95.32%
Ames mutagenesis - 0.7954 79.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8069 80.69%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.9625 96.25%
skin sensitisation - 0.9466 94.66%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.8531 85.31%
Acute Oral Toxicity (c) I 0.7761 77.61%
Estrogen receptor binding + 0.8671 86.71%
Androgen receptor binding + 0.6968 69.68%
Thyroid receptor binding + 0.5672 56.72%
Glucocorticoid receptor binding + 0.6707 67.07%
Aromatase binding + 0.6448 64.48%
PPAR gamma + 0.8031 80.31%
Honey bee toxicity - 0.5244 52.44%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5300 53.00%
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 98.08% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.21% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.37% 97.09%
CHEMBL237 P41145 Kappa opioid receptor 94.49% 98.10%
CHEMBL233 P35372 Mu opioid receptor 93.14% 97.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.00% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.61% 100.00%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 91.03% 97.31%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.24% 94.45%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 90.10% 92.86%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.92% 95.50%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 89.82% 89.05%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 88.15% 97.86%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.03% 92.94%
CHEMBL226 P30542 Adenosine A1 receptor 87.01% 95.93%
CHEMBL5255 O00206 Toll-like receptor 4 86.71% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.48% 89.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.38% 96.21%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.08% 95.89%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 85.88% 97.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.77% 91.24%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.24% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.99% 96.77%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 84.94% 98.99%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.59% 97.25%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 84.50% 95.58%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.18% 95.89%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 83.25% 97.29%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.78% 86.33%
CHEMBL5524 Q99873 Protein-arginine N-methyltransferase 1 81.57% 96.67%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 81.35% 93.10%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 81.19% 95.36%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.08% 96.38%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 80.03% 98.46%

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

Cross-Links

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PubChem 101617558
LOTUS LTS0213260
wikiData Q105233011