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[(3S,8R,9S,10S,13R,14S,16R,17R)-14-hydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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 b7b2ef2f-5808-4c20-a9a0-f8adc5d94a74
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name [(3S,8R,9S,10S,13R,14S,16R,17R)-14-hydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-16-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2(C3CCC4=CC(CCC4(C3CCC2(C1C5=COC(=O)C=C5)C)C)OC6C(C(C(C(O6)CO)O)O)O)O
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@@]2([C@@H]3CCC4=C[C@H](CC[C@]4([C@H]3CC[C@@]2([C@H]1C5=COC(=O)C=C5)C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O
InChI InChI=1S/C32H44O11/c1-16(34)41-22-13-32(39)21-6-5-18-12-19(42-29-28(38)27(37)26(36)23(14-33)43-29)8-10-30(18,2)20(21)9-11-31(32,3)25(22)17-4-7-24(35)40-15-17/h4,7,12,15,19-23,25-29,33,36-39H,5-6,8-11,13-14H2,1-3H3/t19-,20-,21+,22+,23+,25-,26+,27-,28+,29+,30+,31+,32-/m0/s1
InChI Key YNJFTCNGKDLURQ-KKCVIFLDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H44O11
Molecular Weight 604.70 g/mol
Exact Mass 604.28836222 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 1.53
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,8R,9S,10S,13R,14S,16R,17R)-14-hydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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 + 0.9170 91.70%
Caco-2 - 0.9061 90.61%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8297 82.97%
OATP2B1 inhibitior - 0.7250 72.50%
OATP1B1 inhibitior + 0.8246 82.46%
OATP1B3 inhibitior + 0.8633 86.33%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8276 82.76%
BSEP inhibitior + 0.7836 78.36%
P-glycoprotein inhibitior + 0.6825 68.25%
P-glycoprotein substrate - 0.6160 61.60%
CYP3A4 substrate + 0.7385 73.85%
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 + 0.7360 73.60%
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 - 0.9354 93.54%
Skin irritation - 0.5531 55.31%
Skin corrosion - 0.9409 94.09%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7689 76.89%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6878 68.78%
skin sensitisation - 0.9209 92.09%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.6860 68.60%
Acute Oral Toxicity (c) I 0.7810 78.10%
Estrogen receptor binding + 0.8342 83.42%
Androgen receptor binding + 0.7578 75.78%
Thyroid receptor binding - 0.5609 56.09%
Glucocorticoid receptor binding + 0.6953 69.53%
Aromatase binding + 0.6577 65.77%
PPAR gamma + 0.6349 63.49%
Honey bee toxicity - 0.6803 68.03%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.76% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.36% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.09% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.96% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.60% 94.45%
CHEMBL2581 P07339 Cathepsin D 91.99% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.73% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.92% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.84% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.84% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.41% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.65% 97.25%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.81% 91.24%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 83.67% 81.11%
CHEMBL220 P22303 Acetylcholinesterase 83.45% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.20% 94.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.32% 97.33%
CHEMBL5255 O00206 Toll-like receptor 4 81.04% 92.50%
CHEMBL5028 O14672 ADAM10 80.98% 97.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.68% 97.28%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.22% 99.23%

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 162846050
LOTUS LTS0240381
wikiData Q105350960