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5-[(3S,8R,9S,10R,12R,13S,14S,17R)-3-[(2R,3R,4R,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-12,14-dihydroxy-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 27924169-0c41-40b1-ab2d-4d3c73359c9a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name 5-[(3S,8R,9S,10R,12R,13S,14S,17R)-3-[(2R,3R,4R,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-12,14-dihydroxy-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/C36H52O14/c1-16-31(50-33-29(43)27(41)26(40)23(14-37)49-33)28(42)30(44)32(47-16)48-19-8-10-34(2)18(12-19)5-6-21-22(34)13-24(38)35(3)20(9-11-36(21,35)45)17-4-7-25(39)46-15-17/h4,7,12,15-16,19-24,26-33,37-38,40-45H,5-6,8-11,13-14H2,1-3H3/t16-,19-,20+,21+,22-,23+,24+,26+,27-,28+,29+,30+,31-,32-,33-,34-,35-,36-/m0/s1
InChI Key ZJMYHCARXDVPNP-IXIFUHTQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H52O14
Molecular Weight 708.80 g/mol
Exact Mass 708.33570633 g/mol
Topological Polar Surface Area (TPSA) 225.00 Ų
XlogP -0.90
Atomic LogP (AlogP) -0.19
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[(3S,8R,9S,10R,12R,13S,14S,17R)-3-[(2R,3R,4R,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-12,14-dihydroxy-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 - 0.8918 89.18%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.9000 90.00%
Subcellular localzation Mitochondria 0.8271 82.71%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8484 84.84%
OATP1B3 inhibitior + 0.8352 83.52%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8526 85.26%
BSEP inhibitior + 0.7889 78.89%
P-glycoprotein inhibitior + 0.6963 69.63%
P-glycoprotein substrate - 0.5091 50.91%
CYP3A4 substrate + 0.7152 71.52%
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 + 0.6449 64.49%
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 - 0.9236 92.36%
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 + 0.7740 77.40%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6397 63.97%
skin sensitisation - 0.9133 91.33%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.7860 78.60%
Acute Oral Toxicity (c) I 0.5737 57.37%
Estrogen receptor binding + 0.8104 81.04%
Androgen receptor binding + 0.7503 75.03%
Thyroid receptor binding - 0.5649 56.49%
Glucocorticoid receptor binding + 0.6542 65.42%
Aromatase binding + 0.6603 66.03%
PPAR gamma + 0.7112 71.12%
Honey bee toxicity - 0.6882 68.82%
Biodegradation - 0.8000 80.00%
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 98.08% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.11% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.71% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.47% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.30% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.47% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.17% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.62% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.71% 95.89%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.77% 91.24%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.71% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.44% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.36% 97.25%
CHEMBL2581 P07339 Cathepsin D 85.26% 98.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.55% 97.36%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.54% 99.23%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 80.78% 89.44%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.59% 96.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.42% 95.89%

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 162848986
LOTUS LTS0120636
wikiData Q105377989