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5-[(3S,8S,9R,10R,13R,14R,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-8,14-dihydroxy-10,13-dimethyl-2,3,6,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[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 eac4de85-ebe0-4be0-9bae-e2266ad4617c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name 5-[(3S,8S,9R,10R,13R,14R,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-8,14-dihydroxy-10,13-dimethyl-2,3,6,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]pyran-2-one
SMILES (Canonical) CC12CCC3C4(CCC(C=C4CCC3(C1(CCC2C5=COC(=O)C=C5)O)O)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)O)O)O)O)C
SMILES (Isomeric) C[C@]12CC[C@@H]3[C@]4(CC[C@@H](C=C4CC[C@]3([C@]1(CC[C@@H]2C5=COC(=O)C=C5)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)C
InChI InChI=1S/C36H52O15/c1-33-9-6-19(48-31-29(44)27(42)30(22(15-38)50-31)51-32-28(43)26(41)25(40)21(14-37)49-32)13-18(33)5-11-35(45)23(33)8-10-34(2)20(7-12-36(34,35)46)17-3-4-24(39)47-16-17/h3-4,13,16,19-23,25-32,37-38,40-46H,5-12,14-15H2,1-2H3/t19-,20+,21+,22+,23+,25+,26-,27+,28+,29+,30+,31+,32-,33-,34+,35-,36+/m0/s1
InChI Key BEFYCYGUWHKUQC-AFXYVXQFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H52O15
Molecular Weight 724.80 g/mol
Exact Mass 724.33062095 g/mol
Topological Polar Surface Area (TPSA) 245.00 Ų
XlogP -2.00
Atomic LogP (AlogP) -1.07
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[(3S,8S,9R,10R,13R,14R,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-8,14-dihydroxy-10,13-dimethyl-2,3,6,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[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 + 0.9052 90.52%
Caco-2 - 0.8878 88.78%
Blood Brain Barrier - 0.6150 61.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8418 84.18%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8240 82.40%
OATP1B3 inhibitior + 0.8757 87.57%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8379 83.79%
BSEP inhibitior + 0.6863 68.63%
P-glycoprotein inhibitior + 0.6976 69.76%
P-glycoprotein substrate - 0.6569 65.69%
CYP3A4 substrate + 0.7185 71.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8668 86.68%
CYP3A4 inhibition - 0.8764 87.64%
CYP2C9 inhibition - 0.9076 90.76%
CYP2C19 inhibition - 0.8901 89.01%
CYP2D6 inhibition - 0.9039 90.39%
CYP1A2 inhibition - 0.8609 86.09%
CYP2C8 inhibition + 0.6370 63.70%
CYP inhibitory promiscuity - 0.8748 87.48%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6012 60.12%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9186 91.86%
Skin irritation - 0.6367 63.67%
Skin corrosion - 0.9438 94.38%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7830 78.30%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6531 65.31%
skin sensitisation - 0.9049 90.49%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.7841 78.41%
Acute Oral Toxicity (c) I 0.6565 65.65%
Estrogen receptor binding + 0.8032 80.32%
Androgen receptor binding + 0.7510 75.10%
Thyroid receptor binding - 0.5605 56.05%
Glucocorticoid receptor binding + 0.5931 59.31%
Aromatase binding + 0.6518 65.18%
PPAR gamma + 0.6966 69.66%
Honey bee toxicity - 0.6905 69.05%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9840 98.40%

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 96.68% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.90% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.15% 95.56%
CHEMBL2581 P07339 Cathepsin D 93.77% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.55% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.20% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.99% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.65% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.28% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.98% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.36% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 87.06% 95.93%
CHEMBL220 P22303 Acetylcholinesterase 85.26% 94.45%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 83.12% 89.67%
CHEMBL1937 Q92769 Histone deacetylase 2 81.90% 94.75%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.86% 90.08%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.57% 94.45%

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 101985982
LOTUS LTS0016537
wikiData Q104932819