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[2-[[17-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-2-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-5-hydroxy-6-methyl-4-oxooxan-3-yl] acetate

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 ce1714c9-a2d4-491d-bbe3-c2110d13823c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name [2-[[17-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-2-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-5-hydroxy-6-methyl-4-oxooxan-3-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H54O12/c1-18-27(43)28(44)29(49-19(2)39)32(48-18)50-23-16-35(7)24-12-11-20-21(15-22(40)31(45)34(20,5)6)37(24,9)26(42)17-36(35,8)30(23)38(10,47)25(41)13-14-33(3,4)46/h11,13-14,18,21-24,27,29-30,32,40,43,46-47H,12,15-17H2,1-10H3
InChI Key RRPAPBCRZGEXTR-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C38H54O12
Molecular Weight 702.80 g/mol
Exact Mass 702.36152715 g/mol
Topological Polar Surface Area (TPSA) 194.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.56
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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Neuro_000079
DTXSID901100341
(2beta,9beta,10alpha,16alpha,23E)-16-[(2-O-Acetyl-6-deoxy-alpha-L-ribo-hexopyranos-3-ulos-1-yl)oxy]-2,20,25-trihydroxy-9-methyl-19-norlanosta-5,23-diene-3,11,22-trione

2D Structure

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2D Structure of [2-[[17-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-2-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-5-hydroxy-6-methyl-4-oxooxan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9798 97.98%
Caco-2 - 0.8413 84.13%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7536 75.36%
OATP2B1 inhibitior - 0.8551 85.51%
OATP1B1 inhibitior + 0.8213 82.13%
OATP1B3 inhibitior + 0.9188 91.88%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9357 93.57%
P-glycoprotein inhibitior + 0.7779 77.79%
P-glycoprotein substrate + 0.6302 63.02%
CYP3A4 substrate + 0.7355 73.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9060 90.60%
CYP3A4 inhibition - 0.6473 64.73%
CYP2C9 inhibition - 0.9028 90.28%
CYP2C19 inhibition - 0.9102 91.02%
CYP2D6 inhibition - 0.9408 94.08%
CYP1A2 inhibition - 0.7979 79.79%
CYP2C8 inhibition + 0.7080 70.80%
CYP inhibitory promiscuity - 0.9163 91.63%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5254 52.54%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9135 91.35%
Skin irritation + 0.5824 58.24%
Skin corrosion - 0.9317 93.17%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4686 46.86%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.5302 53.02%
skin sensitisation - 0.7874 78.74%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.6163 61.63%
Acute Oral Toxicity (c) I 0.7542 75.42%
Estrogen receptor binding + 0.7337 73.37%
Androgen receptor binding + 0.7550 75.50%
Thyroid receptor binding + 0.5484 54.84%
Glucocorticoid receptor binding + 0.8045 80.45%
Aromatase binding + 0.7148 71.48%
PPAR gamma + 0.7150 71.50%
Honey bee toxicity - 0.6044 60.44%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9910 99.10%

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 99.16% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.80% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.63% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.20% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.11% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 91.79% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.20% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.90% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.67% 96.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.53% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.52% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.96% 97.25%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 85.73% 87.67%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.56% 91.07%
CHEMBL3401 O75469 Pregnane X receptor 84.39% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.07% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.37% 100.00%
CHEMBL4208 P20618 Proteasome component C5 82.52% 90.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.92% 92.94%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 118275
LOTUS LTS0008017
wikiData Q105244278