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[(2S,3S,4R,5S,6S)-4-[(2R,3S,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(1S,2S,4R,8R,9R,12R,13S,16R)-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,18-dien-16-yl]oxy]oxan-2-yl]methyl acetate

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 c7cfae62-23ea-4ab5-a8f4-a4f97babc9ee
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name [(2S,3S,4R,5S,6S)-4-[(2R,3S,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(1S,2S,4R,8R,9R,12R,13S,16R)-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,18-dien-16-yl]oxy]oxan-2-yl]methyl acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C5CCC6(C(C5CC=C4C3)CC7C6C(=C(O7)CCC(C)COC8C(C(C(C(O8)CO)O)O)O)C)C)C)COC(=O)C)O)OC9C(C(C(C(O9)C)OC1C(C(C(C(O1)CO)O)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)O[C@H]2[C@@H]([C@H]([C@@H](O[C@@H]2O[C@@H]3CC[C@]4([C@@H]5CC[C@@]6([C@H]([C@@H]5CC=C4C3)C[C@@H]7[C@H]6C(=C(O7)CC[C@@H](C)CO[C@@H]8[C@H]([C@@H]([C@H]([C@@H](O8)CO)O)O)O)C)C)C)COC(=O)C)O)O[C@@H]9[C@H]([C@@H]([C@H]([C@@H](O9)C)O[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)CO)O)O)O)O)O)O)O)O
InChI InChI=1S/C59H94O27/c1-22(20-76-53-46(71)43(68)39(64)34(18-60)81-53)8-11-32-23(2)37-33(80-32)17-31-29-10-9-27-16-28(12-14-58(27,6)30(29)13-15-59(31,37)7)79-57-52(86-54-47(72)42(67)38(63)24(3)77-54)51(41(66)36(83-57)21-75-26(5)62)85-55-49(74)45(70)50(25(4)78-55)84-56-48(73)44(69)40(65)35(19-61)82-56/h9,22,24-25,28-31,33-57,60-61,63-74H,8,10-21H2,1-7H3/t22-,24+,25+,28-,29-,30-,31+,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-/m1/s1
InChI Key CMHDLIJKTBWHGX-COXSAYEESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C59H94O27
Molecular Weight 1235.40 g/mol
Exact Mass 1234.59824772 g/mol
Topological Polar Surface Area (TPSA) 411.00 Ų
XlogP -2.10
Atomic LogP (AlogP) -2.64
H-Bond Acceptor 27
H-Bond Donor 14
Rotatable Bonds 18

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3S,4R,5S,6S)-4-[(2R,3S,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(1S,2S,4R,8R,9R,12R,13S,16R)-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-6,18-dien-16-yl]oxy]oxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7987 79.87%
Caco-2 - 0.8720 87.20%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8435 84.35%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8499 84.99%
OATP1B3 inhibitior + 0.8241 82.41%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9377 93.77%
P-glycoprotein inhibitior + 0.7446 74.46%
P-glycoprotein substrate + 0.7420 74.20%
CYP3A4 substrate + 0.7569 75.69%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8797 87.97%
CYP3A4 inhibition - 0.9461 94.61%
CYP2C9 inhibition - 0.9193 91.93%
CYP2C19 inhibition - 0.9230 92.30%
CYP2D6 inhibition - 0.9394 93.94%
CYP1A2 inhibition - 0.8912 89.12%
CYP2C8 inhibition + 0.7820 78.20%
CYP inhibitory promiscuity - 0.9029 90.29%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5372 53.72%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9005 90.05%
Skin irritation - 0.5152 51.52%
Skin corrosion - 0.9420 94.20%
Ames mutagenesis - 0.7437 74.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7770 77.70%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.9246 92.46%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.9330 93.30%
Acute Oral Toxicity (c) III 0.5348 53.48%
Estrogen receptor binding + 0.8439 84.39%
Androgen receptor binding + 0.7431 74.31%
Thyroid receptor binding + 0.5925 59.25%
Glucocorticoid receptor binding + 0.7722 77.22%
Aromatase binding + 0.6997 69.97%
PPAR gamma + 0.8203 82.03%
Honey bee toxicity - 0.6044 60.44%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9609 96.09%

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 98.91% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.52% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.84% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 95.81% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.10% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.90% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.79% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.84% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.98% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.95% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.78% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 90.08% 92.50%
CHEMBL1937 Q92769 Histone deacetylase 2 89.61% 94.75%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.18% 93.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.63% 100.00%
CHEMBL2581 P07339 Cathepsin D 88.22% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.32% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.27% 94.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.91% 96.47%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.32% 96.90%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 84.94% 91.65%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 84.75% 85.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.14% 95.89%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.42% 94.80%
CHEMBL5028 O14672 ADAM10 82.90% 97.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.47% 96.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.34% 93.04%
CHEMBL340 P08684 Cytochrome P450 3A4 82.11% 91.19%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.03% 98.75%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.52% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.08% 89.05%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.73% 91.24%

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.
Tacca chantrieri

Cross-Links

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PubChem 163026896
LOTUS LTS0225049
wikiData Q104964517