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(2E,4E,6R)-6-[(1S,3R,6S,8R,11S,12S,15R,16R)-6-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-N-[(3S,4R,5R)-4,5-dimethyl-2-oxooxolan-3-yl]-2-methylhepta-2,4-dienamide

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 3c455311-466a-4c86-ba4f-001ed4a9bd07
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (2E,4E,6R)-6-[(1S,3R,6S,8R,11S,12S,15R,16R)-6-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-N-[(3S,4R,5R)-4,5-dimethyl-2-oxooxolan-3-yl]-2-methylhepta-2,4-dienamide
SMILES (Canonical) CC1C(OC(=O)C1NC(=O)C(=CC=CC(C)C2CCC3(C2(CCC45C3CCC6C4(C5)CCC(C6(C)C)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)O)O)O)O)OC9C(C(C(C(O9)CO)O)O)OC1C(C(C(C(O1)C)O)O)O)C)C)C)C
SMILES (Isomeric) C[C@H]1[C@H](OC(=O)[C@H]1NC(=O)/C(=C/C=C/[C@@H](C)[C@H]2CC[C@@]3([C@@]2(CC[C@]45[C@H]3CC[C@@H]6[C@]4(C5)CC[C@@H](C6(C)C)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)C)O)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O)O)O)C)C)/C)C
InChI InChI=1S/C60H95NO22/c1-25(12-11-13-26(2)50(73)61-37-27(3)28(4)75-51(37)74)31-16-18-58(10)35-15-14-34-56(7,8)36(17-19-59(34)24-60(35,59)21-20-57(31,58)9)80-54-49(46(72)47(33(23-63)79-54)81-52-44(70)41(67)38(64)29(5)76-52)83-55-48(43(69)40(66)32(22-62)78-55)82-53-45(71)42(68)39(65)30(6)77-53/h11-13,25,27-49,52-55,62-72H,14-24H2,1-10H3,(H,61,73)/b12-11+,26-13+/t25-,27+,28-,29+,30+,31-,32-,33-,34+,35+,36+,37+,38+,39+,40-,41-,42-,43+,44-,45-,46+,47-,48-,49-,52+,53+,54+,55+,57-,58+,59-,60+/m1/s1
InChI Key YMJMLJTWDSEOHJ-OGUIYOQYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C60H95NO22
Molecular Weight 1182.40 g/mol
Exact Mass 1181.63457366 g/mol
Topological Polar Surface Area (TPSA) 352.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 0.34
H-Bond Acceptor 22
H-Bond Donor 12
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2E,4E,6R)-6-[(1S,3R,6S,8R,11S,12S,15R,16R)-6-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-N-[(3S,4R,5R)-4,5-dimethyl-2-oxooxolan-3-yl]-2-methylhepta-2,4-dienamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4775 47.75%
Caco-2 - 0.8643 86.43%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6884 68.84%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7845 78.45%
OATP1B3 inhibitior + 0.9203 92.03%
MATE1 inhibitior - 0.9646 96.46%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9372 93.72%
P-glycoprotein inhibitior + 0.7455 74.55%
P-glycoprotein substrate + 0.6549 65.49%
CYP3A4 substrate + 0.7387 73.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8822 88.22%
CYP3A4 inhibition - 0.9151 91.51%
CYP2C9 inhibition - 0.8140 81.40%
CYP2C19 inhibition - 0.8376 83.76%
CYP2D6 inhibition - 0.9341 93.41%
CYP1A2 inhibition - 0.8705 87.05%
CYP2C8 inhibition + 0.7144 71.44%
CYP inhibitory promiscuity - 0.7125 71.25%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5370 53.70%
Eye corrosion - 0.9856 98.56%
Eye irritation - 0.8983 89.83%
Skin irritation - 0.7255 72.55%
Skin corrosion - 0.9236 92.36%
Ames mutagenesis - 0.7054 70.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7921 79.21%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.7350 73.50%
skin sensitisation - 0.8464 84.64%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.6564 65.64%
Acute Oral Toxicity (c) III 0.6293 62.93%
Estrogen receptor binding + 0.7453 74.53%
Androgen receptor binding + 0.7532 75.32%
Thyroid receptor binding + 0.6212 62.12%
Glucocorticoid receptor binding + 0.7836 78.36%
Aromatase binding + 0.7003 70.03%
PPAR gamma + 0.8217 82.17%
Honey bee toxicity - 0.5913 59.13%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9580 95.80%

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 99.08% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.49% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.05% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.11% 96.61%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 93.10% 95.58%
CHEMBL2581 P07339 Cathepsin D 92.03% 98.95%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 91.28% 98.75%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 90.92% 96.21%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 88.80% 92.88%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.62% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.94% 94.45%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.10% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.54% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.46% 100.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 85.20% 97.47%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.17% 95.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.08% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.97% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.53% 97.14%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.39% 94.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.35% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.13% 96.77%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.60% 89.50%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 83.32% 95.71%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.11% 96.38%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.52% 93.00%
CHEMBL5255 O00206 Toll-like receptor 4 82.35% 92.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.33% 93.56%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.51% 92.86%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.27% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 81.22% 91.19%
CHEMBL1937 Q92769 Histone deacetylase 2 80.95% 94.75%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.81% 100.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.76% 95.83%

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.
Mussaenda pubescens

Cross-Links

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PubChem 101682153
LOTUS LTS0266794
wikiData Q105350568