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(2E,4E,6R)-6-[(1S,3R,6S,8R,11S,12S,15R,16S)-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-16-(hydroxymethyl)-7,7,12-trimethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-N-(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 ce7f0b95-2c14-4ef9-9ea5-25ac8bd00bd9
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,16S)-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-16-(hydroxymethyl)-7,7,12-trimethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-N-(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)CO)C)C)C
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)O)O[C@H]5CC[C@]67C[C@]68CC[C@@]9([C@H](CC[C@]9([C@@H]8CC[C@H]7C5(C)C)C)[C@H](C)/C=C/C=C(\C)/C(=O)NC1C(C(OC1=O)C)C)CO)CO)O)O)O
InChI InChI=1S/C60H95NO23/c1-25(11-10-12-26(2)50(74)61-37-27(3)28(4)76-51(37)75)31-15-17-57(9)35-14-13-34-56(7,8)36(16-18-58(34)23-59(35,58)19-20-60(31,57)24-64)81-54-49(46(73)47(33(22-63)80-54)82-52-44(71)41(68)38(65)29(5)77-52)84-55-48(43(70)40(67)32(21-62)79-55)83-53-45(72)42(69)39(66)30(6)78-53/h10-12,25,27-49,52-55,62-73H,13-24H2,1-9H3,(H,61,74)/b11-10+,26-12+/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 CRBBJENJSGTFTN-RUOZHNSQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C60H95NO23
Molecular Weight 1198.40 g/mol
Exact Mass 1197.62948828 g/mol
Topological Polar Surface Area (TPSA) 372.00 Ų
XlogP 1.50
Atomic LogP (AlogP) -0.68
H-Bond Acceptor 23
H-Bond Donor 13
Rotatable Bonds 16

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,16S)-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-16-(hydroxymethyl)-7,7,12-trimethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-N-(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 - 0.8649 86.49%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6884 68.84%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7748 77.48%
OATP1B3 inhibitior + 0.9203 92.03%
MATE1 inhibitior - 0.9646 96.46%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9541 95.41%
P-glycoprotein inhibitior + 0.7452 74.52%
P-glycoprotein substrate + 0.6768 67.68%
CYP3A4 substrate + 0.7422 74.22%
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 + 0.7404 74.04%
CYP inhibitory promiscuity - 0.7125 71.25%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5370 53.70%
Eye corrosion - 0.9856 98.56%
Eye irritation - 0.8982 89.82%
Skin irritation - 0.7255 72.55%
Skin corrosion - 0.9236 92.36%
Ames mutagenesis - 0.7154 71.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7871 78.71%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.6975 69.75%
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 - 0.5852 58.52%
Acute Oral Toxicity (c) III 0.6293 62.93%
Estrogen receptor binding + 0.7523 75.23%
Androgen receptor binding + 0.7532 75.32%
Thyroid receptor binding + 0.6229 62.29%
Glucocorticoid receptor binding + 0.7879 78.79%
Aromatase binding + 0.7032 70.32%
PPAR gamma + 0.8220 82.20%
Honey bee toxicity - 0.5954 59.54%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5100 51.00%
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 99.23% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.25% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.17% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.13% 96.09%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 92.62% 92.88%
CHEMBL2581 P07339 Cathepsin D 92.08% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.60% 96.77%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 91.51% 95.58%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 91.26% 96.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.51% 89.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 90.45% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.04% 94.45%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.00% 96.38%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 87.24% 97.47%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.01% 85.14%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 86.90% 95.71%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.32% 97.14%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.82% 95.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.65% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.62% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.60% 97.09%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.34% 94.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.27% 91.24%
CHEMBL5255 O00206 Toll-like receptor 4 83.94% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.42% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.70% 97.36%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.54% 89.50%
CHEMBL221 P23219 Cyclooxygenase-1 82.46% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.95% 95.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.82% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.57% 93.56%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.06% 96.47%
CHEMBL340 P08684 Cytochrome P450 3A4 80.50% 91.19%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.26% 93.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.02% 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 10677826
LOTUS LTS0060352
wikiData Q104968420