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[(3S,8R,9S,10R,13R,14S,16S,17R)-3-[(2R,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-14-hydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-16-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 6627af12-c22b-4779-baa1-1b08d7caaa4a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name [(3S,8R,9S,10R,13R,14S,16S,17R)-3-[(2R,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-14-hydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-16-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H54O16/c1-17(41)50-23-13-38(48)22-6-5-19-12-20(8-10-36(19,2)21(22)9-11-37(38,3)27(23)18-4-7-26(42)49-16-18)51-34-32(47)30(45)33(25(15-40)53-34)54-35-31(46)29(44)28(43)24(14-39)52-35/h4,7,12,16,20-25,27-35,39-40,43-48H,5-6,8-11,13-15H2,1-3H3/t20-,21-,22+,23-,24+,25+,27-,28+,29-,30+,31+,32+,33+,34+,35-,36-,37+,38-/m0/s1
InChI Key YFOXFDFYFJRWMG-SNLBJARUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H54O16
Molecular Weight 766.80 g/mol
Exact Mass 766.34118563 g/mol
Topological Polar Surface Area (TPSA) 251.00 Ų
XlogP -1.20
Atomic LogP (AlogP) -0.65
H-Bond Acceptor 16
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,8R,9S,10R,13R,14S,16S,17R)-3-[(2R,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-14-hydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-16-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 + 0.8868 88.68%
Caco-2 - 0.8876 88.76%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8259 82.59%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8248 82.48%
OATP1B3 inhibitior + 0.8624 86.24%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8276 82.76%
BSEP inhibitior + 0.8552 85.52%
P-glycoprotein inhibitior + 0.7317 73.17%
P-glycoprotein substrate - 0.5552 55.52%
CYP3A4 substrate + 0.7435 74.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8812 88.12%
CYP3A4 inhibition - 0.7791 77.91%
CYP2C9 inhibition - 0.8931 89.31%
CYP2C19 inhibition - 0.9100 91.00%
CYP2D6 inhibition - 0.9373 93.73%
CYP1A2 inhibition - 0.8816 88.16%
CYP2C8 inhibition + 0.7426 74.26%
CYP inhibitory promiscuity - 0.9137 91.37%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5749 57.49%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9158 91.58%
Skin irritation - 0.6008 60.08%
Skin corrosion - 0.9417 94.17%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7752 77.52%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.7128 71.28%
skin sensitisation - 0.9175 91.75%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.7970 79.70%
Acute Oral Toxicity (c) I 0.7620 76.20%
Estrogen receptor binding + 0.8274 82.74%
Androgen receptor binding + 0.7605 76.05%
Thyroid receptor binding - 0.5392 53.92%
Glucocorticoid receptor binding + 0.6669 66.69%
Aromatase binding + 0.6347 63.47%
PPAR gamma + 0.7339 73.39%
Honey bee toxicity - 0.6317 63.17%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9880 98.80%

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 98.66% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.58% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.98% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.93% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.86% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.82% 95.89%
CHEMBL2581 P07339 Cathepsin D 91.27% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.92% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.84% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.86% 89.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 87.45% 81.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.10% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.86% 97.25%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.20% 91.24%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.79% 94.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.71% 96.38%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.61% 97.28%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.47% 97.33%
CHEMBL5255 O00206 Toll-like receptor 4 83.12% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.07% 94.33%
CHEMBL5028 O14672 ADAM10 80.98% 97.50%

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 101985990
LOTUS LTS0073843
wikiData Q105347719