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5-[(3S,8S,9R,10S,13R,14S,17R)-3-[(2R,3R,4S,5R,6S)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-9,14-dihydroxy-10,13-dimethyl-2,3,6,7,8,11,12,15,16,17-decahydro-1H-cyclopenta[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 9da4a401-10bf-4e47-a44c-bbd7ea818ba9
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name 5-[(3S,8S,9R,10S,13R,14S,17R)-3-[(2R,3R,4S,5R,6S)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-9,14-dihydroxy-10,13-dimethyl-2,3,6,7,8,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]pyran-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H62O19/c1-18-34(60-38-33(52)30(49)35(24(16-44)59-38)61-37-31(50)28(47)27(46)23(15-43)58-37)29(48)32(51)36(56-18)57-21-8-10-39(2)20(14-21)5-6-25-41(53)11-9-22(19-4-7-26(45)55-17-19)40(41,3)12-13-42(25,39)54/h4,7,14,17-18,21-25,27-38,43-44,46-54H,5-6,8-13,15-16H2,1-3H3/t18-,21-,22+,23+,24+,25-,27+,28-,29-,30+,31+,32+,33+,34-,35+,36-,37-,38-,39-,40+,41-,42+/m0/s1
InChI Key OKURYBVFXBJNKP-DFZBEENSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H62O19
Molecular Weight 870.90 g/mol
Exact Mass 870.38852974 g/mol
Topological Polar Surface Area (TPSA) 304.00 Ų
XlogP -3.10
Atomic LogP (AlogP) -2.22
H-Bond Acceptor 19
H-Bond Donor 11
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[(3S,8S,9R,10S,13R,14S,17R)-3-[(2R,3R,4S,5R,6S)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-9,14-dihydroxy-10,13-dimethyl-2,3,6,7,8,11,12,15,16,17-decahydro-1H-cyclopenta[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 + 0.9057 90.57%
Caco-2 - 0.8855 88.55%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.8230 82.30%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8385 83.85%
OATP1B3 inhibitior + 0.8324 83.24%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8526 85.26%
BSEP inhibitior + 0.8821 88.21%
P-glycoprotein inhibitior + 0.7327 73.27%
P-glycoprotein substrate - 0.5566 55.66%
CYP3A4 substrate + 0.7155 71.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8668 86.68%
CYP3A4 inhibition - 0.8752 87.52%
CYP2C9 inhibition - 0.9034 90.34%
CYP2C19 inhibition - 0.8991 89.91%
CYP2D6 inhibition - 0.9262 92.62%
CYP1A2 inhibition - 0.8828 88.28%
CYP2C8 inhibition + 0.6723 67.23%
CYP inhibitory promiscuity - 0.8852 88.52%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5916 59.16%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9118 91.18%
Skin irritation - 0.6107 61.07%
Skin corrosion - 0.9454 94.54%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8279 82.79%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7197 71.97%
skin sensitisation - 0.9113 91.13%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.8935 89.35%
Acute Oral Toxicity (c) I 0.5927 59.27%
Estrogen receptor binding + 0.8381 83.81%
Androgen receptor binding + 0.7504 75.04%
Thyroid receptor binding - 0.5069 50.69%
Glucocorticoid receptor binding + 0.7338 73.38%
Aromatase binding + 0.6577 65.77%
PPAR gamma + 0.7925 79.25%
Honey bee toxicity - 0.6389 63.89%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9832 98.32%

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 99.13% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.54% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.18% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 95.11% 95.93%
CHEMBL2581 P07339 Cathepsin D 95.06% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.03% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.04% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.77% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.68% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.38% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.04% 94.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.10% 97.36%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 84.05% 89.67%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.66% 95.83%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.66% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.29% 97.25%

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 maritima

Cross-Links

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PubChem 162817186
LOTUS LTS0019818
wikiData Q105193775