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[(2R,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (E,5S,6S)-6-[(1S,3R,6S,8S,11S,12S,15R,16R)-6-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-5-hydroxy-2-methylhept-2-enoate

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 052f4e70-d11a-42d2-8d47-535767a59910
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name [(2R,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (E,5S,6S)-6-[(1S,3R,6S,8S,11S,12S,15R,16R)-6-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-5-hydroxy-2-methylhept-2-enoate
SMILES (Canonical) CC(C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C(CC=C(C)C(=O)OCC9C(C(C(C(O9)O)O)O)O)O
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@H]5[C@]3(C4)CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)[C@H](C/C=C(\C)/C(=O)OC[C@@H]9[C@H]([C@@H]([C@H]([C@@H](O9)O)O)O)O)O
InChI InChI=1S/C54H88O24/c1-22(45(69)71-20-29-36(62)37(63)41(67)46(70)72-29)7-8-25(58)23(2)24-11-13-52(6)31-10-9-30-50(3,4)32(12-14-53(30)21-54(31,53)16-15-51(24,52)5)76-48-43(39(65)34(60)27(18-56)74-48)78-49-44(40(66)35(61)28(19-57)75-49)77-47-42(68)38(64)33(59)26(17-55)73-47/h7,23-44,46-49,55-68,70H,8-21H2,1-6H3/b22-7+/t23-,24+,25-,26+,27+,28+,29+,30+,31-,32-,33+,34+,35+,36+,37-,38-,39-,40-,41+,42+,43+,44+,46+,47-,48-,49-,51+,52-,53+,54-/m0/s1
InChI Key HDLBKMRJZQLWKP-BJTRTRLDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C54H88O24
Molecular Weight 1121.30 g/mol
Exact Mass 1120.56655367 g/mol
Topological Polar Surface Area (TPSA) 394.00 Ų
XlogP 0.20
Atomic LogP (AlogP) -3.06
H-Bond Acceptor 24
H-Bond Donor 15
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (E,5S,6S)-6-[(1S,3R,6S,8S,11S,12S,15R,16R)-6-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-5-hydroxy-2-methylhept-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7841 78.41%
Caco-2 - 0.8817 88.17%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7625 76.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8055 80.55%
OATP1B3 inhibitior + 0.8420 84.20%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior + 0.9458 94.58%
P-glycoprotein inhibitior + 0.7473 74.73%
P-glycoprotein substrate - 0.5403 54.03%
CYP3A4 substrate + 0.7215 72.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8731 87.31%
CYP3A4 inhibition - 0.9401 94.01%
CYP2C9 inhibition - 0.7158 71.58%
CYP2C19 inhibition - 0.8694 86.94%
CYP2D6 inhibition - 0.9337 93.37%
CYP1A2 inhibition - 0.8753 87.53%
CYP2C8 inhibition + 0.6673 66.73%
CYP inhibitory promiscuity - 0.9421 94.21%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6712 67.12%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9005 90.05%
Skin irritation - 0.6014 60.14%
Skin corrosion - 0.9410 94.10%
Ames mutagenesis - 0.7054 70.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8373 83.73%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.7694 76.94%
skin sensitisation - 0.8801 88.01%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.8590 85.90%
Acute Oral Toxicity (c) I 0.5180 51.80%
Estrogen receptor binding + 0.7829 78.29%
Androgen receptor binding + 0.7675 76.75%
Thyroid receptor binding + 0.5221 52.21%
Glucocorticoid receptor binding + 0.7670 76.70%
Aromatase binding + 0.6659 66.59%
PPAR gamma + 0.8078 80.78%
Honey bee toxicity - 0.6276 62.76%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9481 94.81%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.18% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.44% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.30% 96.09%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 94.73% 98.75%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 92.58% 83.57%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.50% 96.61%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 91.60% 96.38%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 91.01% 95.71%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 90.80% 91.24%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.66% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.83% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.09% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 88.43% 92.50%
CHEMBL2581 P07339 Cathepsin D 87.88% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.46% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.00% 96.47%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.74% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.99% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.67% 94.33%
CHEMBL220 P22303 Acetylcholinesterase 84.60% 94.45%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 84.42% 97.47%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 84.37% 92.86%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.21% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.89% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.86% 91.19%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.50% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.11% 99.17%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 82.43% 85.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.40% 82.50%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 82.27% 95.58%
CHEMBL2996 Q05655 Protein kinase C delta 81.60% 97.79%
CHEMBL202 P00374 Dihydrofolate reductase 81.33% 89.92%
CHEMBL284 P27487 Dipeptidyl peptidase IV 81.20% 95.69%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.13% 95.71%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.45% 89.05%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.27% 92.62%

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.
Juncus effusus

Cross-Links

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PubChem 162992080
LOTUS LTS0144538
wikiData Q105026410