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[(3S,8S,9S,10S,13R,14R,16R,17R)-8,14-dihydroxy-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-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 73d8bbd8-3d94-4053-bffd-1d295af00f40
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name [(3S,8S,9S,10S,13R,14R,16R,17R)-8,14-dihydroxy-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-16-yl] acetate
SMILES (Canonical) CC(=O)OC1CC2(C(C1C3=COC(=O)C=C3)(CCC4C2(CCC5=CC(CCC45C)OC6C(C(C(C(O6)CO)O)O)O)O)C)O
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@]2([C@@]([C@H]1C3=COC(=O)C=C3)(CC[C@@H]4[C@]2(CCC5=C[C@H](CC[C@@]45C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)C)O
InChI InChI=1S/C32H44O12/c1-16(34)42-20-13-32(40)30(3,24(20)17-4-5-23(35)41-15-17)10-8-22-29(2)9-7-19(12-18(29)6-11-31(22,32)39)43-28-27(38)26(37)25(36)21(14-33)44-28/h4-5,12,15,19-22,24-28,33,36-40H,6-11,13-14H2,1-3H3/t19-,20+,21+,22-,24-,25+,26-,27+,28+,29+,30+,31-,32+/m0/s1
InChI Key IEIPZMSLLOZXOG-VNNBXIKRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H44O12
Molecular Weight 620.70 g/mol
Exact Mass 620.28327683 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP -0.30
Atomic LogP (AlogP) 0.64
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,8S,9S,10S,13R,14R,16R,17R)-8,14-dihydroxy-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-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 - 0.9001 90.01%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8297 82.97%
OATP2B1 inhibitior - 0.7252 72.52%
OATP1B1 inhibitior + 0.8059 80.59%
OATP1B3 inhibitior + 0.8633 86.33%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8276 82.76%
BSEP inhibitior + 0.7988 79.88%
P-glycoprotein inhibitior + 0.6882 68.82%
P-glycoprotein substrate - 0.5766 57.66%
CYP3A4 substrate + 0.7356 73.56%
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 + 0.6991 69.91%
CYP inhibitory promiscuity - 0.8888 88.88%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5817 58.17%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9285 92.85%
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 + 0.7882 78.82%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.7406 74.06%
skin sensitisation - 0.9209 92.09%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.6822 68.22%
Acute Oral Toxicity (c) I 0.7810 78.10%
Estrogen receptor binding + 0.8199 81.99%
Androgen receptor binding + 0.7505 75.05%
Thyroid receptor binding - 0.5510 55.10%
Glucocorticoid receptor binding + 0.6741 67.41%
Aromatase binding + 0.6551 65.51%
PPAR gamma + 0.6426 64.26%
Honey bee toxicity - 0.6925 69.25%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6400 64.00%
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 98.95% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.62% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.14% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.96% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.13% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.09% 86.33%
CHEMBL220 P22303 Acetylcholinesterase 90.95% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.24% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.45% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.32% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.25% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.11% 94.45%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 85.63% 89.67%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.45% 91.24%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.35% 90.08%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.56% 91.07%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.25% 97.25%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.25% 97.33%
CHEMBL1937 Q92769 Histone deacetylase 2 80.99% 94.75%
CHEMBL5255 O00206 Toll-like receptor 4 80.83% 92.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.31% 97.28%
CHEMBL5028 O14672 ADAM10 80.22% 97.50%
CHEMBL259 P32245 Melanocortin receptor 4 80.04% 95.38%

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 163011892
LOTUS LTS0217767
wikiData Q105111796