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[(2S,3R,4R,5S,6S)-3-acetyloxy-2-[(2S,3R,4S,5S)-4,5-dihydroxy-2-[(1S,2S,3'R,4S,4'S,6S,7S,8R,9S,12S,13R,14R,16R)-3',4',16-trihydroxy-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxyoxan-3-yl]oxy-5-hydroxy-6-methyloxan-4-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 80d2e9e4-86f9-412e-802a-c438f608050c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name [(2S,3R,4R,5S,6S)-3-acetyloxy-2-[(2S,3R,4S,5S)-4,5-dihydroxy-2-[(1S,2S,3'R,4S,4'S,6S,7S,8R,9S,12S,13R,14R,16R)-3',4',16-trihydroxy-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxyoxan-3-yl]oxy-5-hydroxy-6-methyloxan-4-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H62O16/c1-17-15-52-42(37(50)31(17)47)18(2)30-28(58-42)14-26-24-9-8-22-12-23(45)13-29(41(22,7)25(24)10-11-40(26,30)6)56-38-35(33(49)27(46)16-51-38)57-39-36(55-21(5)44)34(54-20(4)43)32(48)19(3)53-39/h8,18-19,23-39,45-50H,1,9-16H2,2-7H3/t18-,19-,23+,24+,25-,26-,27-,28-,29+,30-,31-,32-,33-,34+,35+,36+,37+,38-,39-,40-,41-,42-/m0/s1
InChI Key RKZQYSQHBPDHHB-YYFFCSSNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H62O16
Molecular Weight 822.90 g/mol
Exact Mass 822.40378589 g/mol
Topological Polar Surface Area (TPSA) 229.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 1.00
H-Bond Acceptor 16
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4R,5S,6S)-3-acetyloxy-2-[(2S,3R,4S,5S)-4,5-dihydroxy-2-[(1S,2S,3'R,4S,4'S,6S,7S,8R,9S,12S,13R,14R,16R)-3',4',16-trihydroxy-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxyoxan-3-yl]oxy-5-hydroxy-6-methyloxan-4-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 + 0.9211 92.11%
Caco-2 - 0.8801 88.01%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8606 86.06%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8425 84.25%
OATP1B3 inhibitior + 0.9188 91.88%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7021 70.21%
BSEP inhibitior + 0.8934 89.34%
P-glycoprotein inhibitior + 0.7532 75.32%
P-glycoprotein substrate + 0.7211 72.11%
CYP3A4 substrate + 0.7642 76.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8767 87.67%
CYP3A4 inhibition - 0.8250 82.50%
CYP2C9 inhibition - 0.8846 88.46%
CYP2C19 inhibition - 0.9143 91.43%
CYP2D6 inhibition - 0.9462 94.62%
CYP1A2 inhibition - 0.8676 86.76%
CYP2C8 inhibition + 0.7684 76.84%
CYP inhibitory promiscuity - 0.9769 97.69%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4506 45.06%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9108 91.08%
Skin irritation + 0.6019 60.19%
Skin corrosion - 0.9264 92.64%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7359 73.59%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.5046 50.46%
skin sensitisation - 0.8967 89.67%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.7745 77.45%
Acute Oral Toxicity (c) I 0.4311 43.11%
Estrogen receptor binding + 0.8062 80.62%
Androgen receptor binding + 0.7393 73.93%
Thyroid receptor binding - 0.5496 54.96%
Glucocorticoid receptor binding + 0.7326 73.26%
Aromatase binding + 0.6591 65.91%
PPAR gamma + 0.7809 78.09%
Honey bee toxicity - 0.5664 56.64%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5945 59.45%
Fish aquatic toxicity + 0.9898 98.98%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.70% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.43% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.10% 91.11%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 94.58% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.58% 100.00%
CHEMBL204 P00734 Thrombin 93.70% 96.01%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.20% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.44% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.34% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.44% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 88.25% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 86.28% 92.50%
CHEMBL332 P03956 Matrix metalloproteinase-1 86.23% 94.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.94% 94.00%
CHEMBL2581 P07339 Cathepsin D 85.40% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 85.33% 94.73%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.62% 97.28%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.45% 97.09%
CHEMBL1871 P10275 Androgen Receptor 84.16% 96.43%
CHEMBL5028 O14672 ADAM10 83.49% 97.50%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.71% 92.88%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.84% 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.
Dracaena draco

Cross-Links

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PubChem 163189204
LOTUS LTS0262934
wikiData Q105239675