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[(3S,6R,8S,9R,10R,12R,13S,14R,17R)-8,12,14-trihydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,6,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-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 3c6b4093-fdff-4c3a-8c5d-ab774231cc69
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name [(3S,6R,8S,9R,10R,12R,13S,14R,17R)-8,12,14-trihydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,6,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2(C(CC(C3(C2(CCC3C4=COC(=O)C=C4)O)C)O)C5(C1=CC(CC5)OC6C(C(C(C(O6)CO)O)O)O)C)O
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@@]2([C@H](C[C@H]([C@]3([C@@]2(CC[C@@H]3C4=COC(=O)C=C4)O)C)O)[C@@]5(C1=C[C@H](CC5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)O
InChI InChI=1S/C32H44O13/c1-15(34)43-20-12-31(40)22(11-23(35)30(3)18(7-9-32(30,31)41)16-4-5-24(36)42-14-16)29(2)8-6-17(10-19(20)29)44-28-27(39)26(38)25(37)21(13-33)45-28/h4-5,10,14,17-18,20-23,25-28,33,35,37-41H,6-9,11-13H2,1-3H3/t17-,18+,20+,21+,22+,23+,25+,26-,27+,28+,29-,30-,31-,32+/m0/s1
InChI Key MAIXBILZXWMSJJ-DVEAJAFWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H44O13
Molecular Weight 636.70 g/mol
Exact Mass 636.27819145 g/mol
Topological Polar Surface Area (TPSA) 213.00 Ų
XlogP -1.40
Atomic LogP (AlogP) -0.39
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,6R,8S,9R,10R,12R,13S,14R,17R)-8,12,14-trihydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,6,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-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 + 0.9170 91.70%
Caco-2 - 0.9012 90.12%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8297 82.97%
OATP2B1 inhibitior - 0.8631 86.31%
OATP1B1 inhibitior + 0.8187 81.87%
OATP1B3 inhibitior + 0.8633 86.33%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8276 82.76%
BSEP inhibitior + 0.8494 84.94%
P-glycoprotein inhibitior + 0.6731 67.31%
P-glycoprotein substrate + 0.5282 52.82%
CYP3A4 substrate + 0.7194 71.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8812 88.12%
CYP3A4 inhibition - 0.7112 71.12%
CYP2C9 inhibition - 0.8844 88.44%
CYP2C19 inhibition - 0.9255 92.55%
CYP2D6 inhibition - 0.9365 93.65%
CYP1A2 inhibition - 0.8717 87.17%
CYP2C8 inhibition + 0.6525 65.25%
CYP inhibitory promiscuity - 0.8888 88.88%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5817 58.17%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9269 92.69%
Skin irritation - 0.5531 55.31%
Skin corrosion - 0.9409 94.09%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8115 81.15%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.5849 58.49%
skin sensitisation - 0.9209 92.09%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7925 79.25%
Acute Oral Toxicity (c) I 0.7810 78.10%
Estrogen receptor binding + 0.8295 82.95%
Androgen receptor binding + 0.7274 72.74%
Thyroid receptor binding - 0.5710 57.10%
Glucocorticoid receptor binding + 0.7052 70.52%
Aromatase binding + 0.6698 66.98%
PPAR gamma + 0.6555 65.55%
Honey bee toxicity - 0.7185 71.85%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9905 99.05%

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 98.58% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.21% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.75% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.31% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.25% 89.00%
CHEMBL2581 P07339 Cathepsin D 92.76% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.79% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.69% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.84% 86.33%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 89.80% 89.44%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.65% 95.89%
CHEMBL4208 P20618 Proteasome component C5 85.03% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.44% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.34% 94.00%
CHEMBL221 P23219 Cyclooxygenase-1 83.91% 90.17%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.77% 91.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.25% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.12% 92.62%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 82.87% 89.67%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.48% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 80.92% 95.93%

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 101662844
LOTUS LTS0228255
wikiData Q105160366