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3-[[(1R,4S,5R,6S,9S,10S,13R,14R)-6-[(2S,4R,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-9,13-dimethyl-17-oxo-5-(2-oxopropyl)-14-tetracyclo[11.3.1.01,10.04,9]heptadecanyl]methyl]-2H-furan-5-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 36327de8-411d-4ed9-8d37-5d0b46c420cc
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives
IUPAC Name 3-[[(1R,4S,5R,6S,9S,10S,13R,14R)-6-[(2S,4R,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-9,13-dimethyl-17-oxo-5-(2-oxopropyl)-14-tetracyclo[11.3.1.01,10.04,9]heptadecanyl]methyl]-2H-furan-5-one
SMILES (Canonical) CC1C(C(CC(O1)OC2CCC3(C(C2CC(=O)C)CCC45C3CCC(C4=O)(C(CC5)CC6=CC(=O)OC6)C)C)OC)OC7C(C(C(C(O7)CO)O)O)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H](C[C@H](O1)O[C@H]2CC[C@]3([C@H]([C@H]2CC(=O)C)CC[C@]45[C@H]3CC[C@@](C4=O)([C@H](CC5)CC6=CC(=O)OC6)C)C)OC)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
InChI InChI=1S/C40H60O13/c1-20(42)14-24-25-7-13-40-12-6-23(15-22-16-30(43)49-19-22)38(3,37(40)47)11-9-29(40)39(25,4)10-8-26(24)51-31-17-27(48-5)35(21(2)50-31)53-36-34(46)33(45)32(44)28(18-41)52-36/h16,21,23-29,31-36,41,44-46H,6-15,17-19H2,1-5H3/t21-,23-,24-,25+,26+,27-,28-,29+,31-,32-,33+,34-,35-,36+,38-,39+,40-/m1/s1
InChI Key BEDJXBHXCVNVLK-UYVZPCGWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H60O13
Molecular Weight 748.90 g/mol
Exact Mass 748.40339196 g/mol
Topological Polar Surface Area (TPSA) 188.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.77
H-Bond Acceptor 13
H-Bond Donor 4
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[[(1R,4S,5R,6S,9S,10S,13R,14R)-6-[(2S,4R,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-9,13-dimethyl-17-oxo-5-(2-oxopropyl)-14-tetracyclo[11.3.1.01,10.04,9]heptadecanyl]methyl]-2H-furan-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6902 69.02%
Caco-2 - 0.8742 87.42%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8197 81.97%
OATP2B1 inhibitior - 0.8701 87.01%
OATP1B1 inhibitior + 0.8324 83.24%
OATP1B3 inhibitior + 0.9289 92.89%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5771 57.71%
BSEP inhibitior + 0.9499 94.99%
P-glycoprotein inhibitior + 0.7594 75.94%
P-glycoprotein substrate + 0.6643 66.43%
CYP3A4 substrate + 0.7471 74.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8924 89.24%
CYP3A4 inhibition - 0.9328 93.28%
CYP2C9 inhibition - 0.9126 91.26%
CYP2C19 inhibition - 0.9125 91.25%
CYP2D6 inhibition - 0.9488 94.88%
CYP1A2 inhibition - 0.8999 89.99%
CYP2C8 inhibition + 0.6296 62.96%
CYP inhibitory promiscuity - 0.9339 93.39%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5613 56.13%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9186 91.86%
Skin irritation - 0.5756 57.56%
Skin corrosion - 0.9401 94.01%
Ames mutagenesis - 0.5724 57.24%
Human Ether-a-go-go-Related Gene inhibition + 0.6653 66.53%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.6601 66.01%
skin sensitisation - 0.9230 92.30%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.8274 82.74%
Acute Oral Toxicity (c) I 0.6238 62.38%
Estrogen receptor binding + 0.7786 77.86%
Androgen receptor binding + 0.7648 76.48%
Thyroid receptor binding - 0.6334 63.34%
Glucocorticoid receptor binding + 0.6795 67.95%
Aromatase binding + 0.6578 65.78%
PPAR gamma + 0.7236 72.36%
Honey bee toxicity - 0.6164 61.64%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9422 94.22%

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 98.58% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.32% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.95% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 94.55% 83.82%
CHEMBL2581 P07339 Cathepsin D 93.89% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.05% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 91.59% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.66% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.39% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.72% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.51% 97.14%
CHEMBL4072 P07858 Cathepsin B 86.45% 93.67%
CHEMBL5255 O00206 Toll-like receptor 4 86.37% 92.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.34% 85.14%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.08% 97.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.26% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.21% 95.89%
CHEMBL5028 O14672 ADAM10 82.35% 97.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.62% 95.71%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.28% 96.61%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.26% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.26% 95.56%

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.
Parepigynum funingense

Cross-Links

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PubChem 101261675
LOTUS LTS0172763
wikiData Q104932689