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(1S,2S,4R,6S,8S,9R,10R,13S,14R,16S,17R,21S)-8,17,21-trihydroxy-6-[(E)-3-hydroxy-2-methylprop-1-enyl]-2,8,10,13,18,18-hexamethyl-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-oxapentacyclo[11.8.0.02,10.04,9.014,19]henicos-19-en-12-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 b6e67648-4bce-4bde-b1c7-ef1508278380
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (1S,2S,4R,6S,8S,9R,10R,13S,14R,16S,17R,21S)-8,17,21-trihydroxy-6-[(E)-3-hydroxy-2-methylprop-1-enyl]-2,8,10,13,18,18-hexamethyl-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-oxapentacyclo[11.8.0.02,10.04,9.014,19]henicos-19-en-12-one
SMILES (Canonical) CC(=CC1CC(C2C(O1)CC3(C2(CC(=O)C4(C3C(C=C5C4CC(C(C5(C)C)O)OC6C(C(C(C(O6)CO)O)O)O)O)C)C)C)(C)O)CO
SMILES (Isomeric) C/C(=C\[C@@H]1C[C@]([C@H]2[C@H](O1)C[C@@]3([C@@]2(CC(=O)[C@@]4([C@H]3[C@H](C=C5[C@H]4C[C@@H]([C@@H](C5(C)C)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)C)C)C)(C)O)/CO
InChI InChI=1S/C36H56O12/c1-16(14-37)8-17-11-35(6,45)29-22(46-17)12-33(4)28-20(39)9-18-19(36(28,7)24(40)13-34(29,33)5)10-21(30(44)32(18,2)3)47-31-27(43)26(42)25(41)23(15-38)48-31/h8-9,17,19-23,25-31,37-39,41-45H,10-15H2,1-7H3/b16-8+/t17-,19-,20+,21+,22-,23-,25-,26+,27-,28+,29+,30+,31-,33+,34-,35+,36-/m1/s1
InChI Key AFXPJFXBBQEMAB-VPBSPBINSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H56O12
Molecular Weight 680.80 g/mol
Exact Mass 680.37717722 g/mol
Topological Polar Surface Area (TPSA) 207.00 Ų
XlogP -0.30
Atomic LogP (AlogP) 0.35
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,4R,6S,8S,9R,10R,13S,14R,16S,17R,21S)-8,17,21-trihydroxy-6-[(E)-3-hydroxy-2-methylprop-1-enyl]-2,8,10,13,18,18-hexamethyl-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-oxapentacyclo[11.8.0.02,10.04,9.014,19]henicos-19-en-12-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8421 84.21%
Caco-2 - 0.8644 86.44%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.7921 79.21%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8300 83.00%
OATP1B3 inhibitior - 0.2200 22.00%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.4929 49.29%
P-glycoprotein inhibitior + 0.6982 69.82%
P-glycoprotein substrate - 0.5187 51.87%
CYP3A4 substrate + 0.7158 71.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8733 87.33%
CYP3A4 inhibition - 0.9344 93.44%
CYP2C9 inhibition - 0.8955 89.55%
CYP2C19 inhibition - 0.9162 91.62%
CYP2D6 inhibition - 0.9387 93.87%
CYP1A2 inhibition - 0.9102 91.02%
CYP2C8 inhibition + 0.5831 58.31%
CYP inhibitory promiscuity - 0.9422 94.22%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6222 62.22%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9197 91.97%
Skin irritation - 0.6145 61.45%
Skin corrosion - 0.9457 94.57%
Ames mutagenesis - 0.6154 61.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7032 70.32%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8793 87.93%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity + 0.6865 68.65%
Acute Oral Toxicity (c) III 0.5261 52.61%
Estrogen receptor binding + 0.6826 68.26%
Androgen receptor binding + 0.7458 74.58%
Thyroid receptor binding - 0.5742 57.42%
Glucocorticoid receptor binding + 0.6834 68.34%
Aromatase binding + 0.7048 70.48%
PPAR gamma + 0.6750 67.50%
Honey bee toxicity - 0.6321 63.21%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9636 96.36%

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 99.22% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.89% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.22% 96.09%
CHEMBL2581 P07339 Cathepsin D 91.82% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.50% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.09% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.34% 94.45%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.80% 91.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.07% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.70% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.84% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.41% 96.95%

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.
Cucumis melo

Cross-Links

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PubChem 44139605
NPASS NPC62701
LOTUS LTS0189367
wikiData Q104911613