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(1R,2S,4S,6S,7S,8R,9S,12S,13S,16S,18S)-6-hydroxy-16-[(2R,3R,4S,5R,6R)-4-hydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy]oxan-2-yl]oxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-7,9,13-trimethyl-6-[(3R)-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]icosan-10-one

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 74b566d1-55ae-4726-b42b-6b23de2c69ac
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (1R,2S,4S,6S,7S,8R,9S,12S,13S,16S,18S)-6-hydroxy-16-[(2R,3R,4S,5R,6R)-4-hydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy]oxan-2-yl]oxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-7,9,13-trimethyl-6-[(3R)-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]icosan-10-one
SMILES (Canonical) CC1C2C(CC3C2(C(=O)CC4C3CCC5C4(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(CO9)O)O)O)O)OC2C(C(C(C(O2)C)O)O)O)C)C)OC1(CCC(C)COC1C(C(C(C(O1)CO)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(C(=O)C[C@H]4[C@H]3CC[C@@H]5[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)CO)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)O)O)C)C)O[C@]1(CC[C@@H](C)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O
InChI InChI=1S/C61H100O32/c1-21(18-81-53-46(77)43(74)40(71)32(15-62)86-53)8-11-61(80)22(2)36-31(93-61)13-28-26-7-6-24-12-25(9-10-59(24,4)27(26)14-35(67)60(28,36)5)85-57-51(91-56-47(78)42(73)37(68)23(3)84-56)48(79)49(34(17-64)88-57)89-58-52(92-55-45(76)39(70)30(66)20-83-55)50(41(72)33(16-63)87-58)90-54-44(75)38(69)29(65)19-82-54/h21-34,36-58,62-66,68-80H,6-20H2,1-5H3/t21-,22+,23+,24+,25+,26-,27+,28+,29-,30-,31+,32-,33-,34-,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+/m1/s1
InChI Key KDPPORCJBDKXIA-COZMBCGBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C61H100O32
Molecular Weight 1345.40 g/mol
Exact Mass 1344.6197710 g/mol
Topological Polar Surface Area (TPSA) 501.00 Ų
XlogP -5.60
Atomic LogP (AlogP) -6.82
H-Bond Acceptor 32
H-Bond Donor 18
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,4S,6S,7S,8R,9S,12S,13S,16S,18S)-6-hydroxy-16-[(2R,3R,4S,5R,6R)-4-hydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy]oxan-2-yl]oxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-7,9,13-trimethyl-6-[(3R)-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]icosan-10-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5734 57.34%
Caco-2 - 0.8768 87.68%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7299 72.99%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8521 85.21%
OATP1B3 inhibitior + 0.9419 94.19%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.7849 78.49%
P-glycoprotein inhibitior + 0.7443 74.43%
P-glycoprotein substrate + 0.7175 71.75%
CYP3A4 substrate + 0.7531 75.31%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8547 85.47%
CYP3A4 inhibition - 0.9265 92.65%
CYP2C9 inhibition - 0.9261 92.61%
CYP2C19 inhibition - 0.9124 91.24%
CYP2D6 inhibition - 0.9583 95.83%
CYP1A2 inhibition - 0.9264 92.64%
CYP2C8 inhibition + 0.6942 69.42%
CYP inhibitory promiscuity - 0.9693 96.93%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6417 64.17%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9000 90.00%
Skin irritation - 0.6168 61.68%
Skin corrosion - 0.9490 94.90%
Ames mutagenesis - 0.7478 74.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7720 77.20%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.9422 94.22%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.8912 89.12%
Acute Oral Toxicity (c) I 0.7641 76.41%
Estrogen receptor binding + 0.8393 83.93%
Androgen receptor binding + 0.7158 71.58%
Thyroid receptor binding + 0.5893 58.93%
Glucocorticoid receptor binding + 0.7532 75.32%
Aromatase binding + 0.6750 67.50%
PPAR gamma + 0.8162 81.62%
Honey bee toxicity - 0.5845 58.45%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.8173 81.73%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.98% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 95.96% 94.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.84% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.04% 97.09%
CHEMBL4302 P08183 P-glycoprotein 1 92.52% 92.98%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 91.57% 97.29%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.42% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.13% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 90.06% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.64% 94.45%
CHEMBL2581 P07339 Cathepsin D 89.32% 98.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.83% 91.24%
CHEMBL4581 P52732 Kinesin-like protein 1 86.24% 93.18%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.14% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.26% 94.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.07% 96.21%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.54% 90.71%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 84.54% 92.86%
CHEMBL220 P22303 Acetylcholinesterase 84.42% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.55% 93.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.43% 96.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.79% 92.94%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.64% 97.50%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.57% 90.08%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.51% 95.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.83% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.50% 92.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.37% 95.89%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 80.95% 98.46%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.94% 96.61%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.87% 92.88%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 80.86% 95.36%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.27% 95.83%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.06% 100.00%

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.
Tribulus terrestris

Cross-Links

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PubChem 162913302
LOTUS LTS0019151
wikiData Q105139313