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5-[(3R,8R,9S,10R,13S,14S,17R)-14-hydroxy-3-[(2S,3R,4S,5R,6R)-3-hydroxy-6-methyl-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-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 a9cc8225-9523-4722-9e60-3c4159d9b664
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name 5-[(3R,8R,9S,10R,13S,14S,17R)-14-hydroxy-3-[(2S,3R,4S,5R,6R)-3-hydroxy-6-methyl-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H62O17/c1-18-28(45)30(47)32(49)37(54-18)59-36-34(51)39(55-19(2)35(36)58-38-33(50)31(48)29(46)26(16-43)57-38)56-22-9-12-40(3)21(15-22)6-7-25-24(40)10-13-41(4)23(11-14-42(25,41)52)20-5-8-27(44)53-17-20/h5,8,15,17-19,22-26,28-39,43,45-52H,6-7,9-14,16H2,1-4H3/t18-,19-,22-,23-,24+,25-,26+,28-,29+,30-,31-,32-,33+,34-,35-,36+,37+,38-,39-,40+,41+,42+/m1/s1
InChI Key VZARJLMRDRMOAU-JMQVZMAISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H62O17
Molecular Weight 838.90 g/mol
Exact Mass 838.39870051 g/mol
Topological Polar Surface Area (TPSA) 264.00 Ų
XlogP -0.80
Atomic LogP (AlogP) -0.31
H-Bond Acceptor 17
H-Bond Donor 9
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[(3R,8R,9S,10R,13S,14S,17R)-14-hydroxy-3-[(2S,3R,4S,5R,6R)-3-hydroxy-6-methyl-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]pyran-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9319 93.19%
Caco-2 - 0.8833 88.33%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.8271 82.71%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8374 83.74%
OATP1B3 inhibitior + 0.8352 83.52%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8526 85.26%
BSEP inhibitior + 0.7621 76.21%
P-glycoprotein inhibitior + 0.7323 73.23%
P-glycoprotein substrate - 0.5932 59.32%
CYP3A4 substrate + 0.7226 72.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8668 86.68%
CYP3A4 inhibition - 0.8283 82.83%
CYP2C9 inhibition - 0.8948 89.48%
CYP2C19 inhibition - 0.9140 91.40%
CYP2D6 inhibition - 0.9241 92.41%
CYP1A2 inhibition - 0.8686 86.86%
CYP2C8 inhibition + 0.6753 67.53%
CYP inhibitory promiscuity - 0.8491 84.91%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6001 60.01%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9122 91.22%
Skin irritation - 0.5613 56.13%
Skin corrosion - 0.9447 94.47%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7987 79.87%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7104 71.04%
skin sensitisation - 0.9133 91.33%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.8783 87.83%
Acute Oral Toxicity (c) I 0.5737 57.37%
Estrogen receptor binding + 0.8176 81.76%
Androgen receptor binding + 0.7589 75.89%
Thyroid receptor binding - 0.5401 54.01%
Glucocorticoid receptor binding + 0.6748 67.48%
Aromatase binding + 0.6456 64.56%
PPAR gamma + 0.7602 76.02%
Honey bee toxicity - 0.6841 68.41%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9867 98.67%

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 98.33% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.41% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.75% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.52% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.71% 95.56%
CHEMBL2581 P07339 Cathepsin D 92.48% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.72% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.43% 94.00%
CHEMBL226 P30542 Adenosine A1 receptor 91.31% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.40% 89.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 90.13% 81.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.73% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.28% 97.25%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 85.31% 87.67%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.25% 97.36%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.54% 99.23%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.00% 91.24%

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.
Drimia altissima

Cross-Links

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PubChem 163193635
LOTUS LTS0209996
wikiData Q105299590