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(3S,8R,9S,10S,13R,14S,17R)-14-hydroxy-3-[(2R,3R,4S,5S,6S)-3-hydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-13-methyl-17-(6-oxopyran-3-yl)-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthrene-10-carbaldehyde

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 15c7fdd1-da88-464f-940f-c6aa6e811f00
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
IUPAC Name (3S,8R,9S,10S,13R,14S,17R)-14-hydroxy-3-[(2R,3R,4S,5S,6S)-3-hydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-13-methyl-17-(6-oxopyran-3-yl)-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthrene-10-carbaldehyde
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H60O18/c1-18-28(46)30(48)32(50)37(55-18)60-36-34(52)39(56-19(2)35(36)59-38-33(51)31(49)29(47)26(15-43)58-38)57-22-8-12-41(17-44)21(14-22)5-6-25-24(41)9-11-40(3)23(10-13-42(25,40)53)20-4-7-27(45)54-16-20/h4,7,14,16-19,22-26,28-39,43,46-53H,5-6,8-13,15H2,1-3H3/t18-,19-,22-,23+,24-,25+,26+,28-,29+,30+,31-,32+,33+,34+,35-,36-,37-,38-,39-,40+,41+,42-/m0/s1
InChI Key YLZRFBHMEILVSF-RESWNAECSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C42H60O18
Molecular Weight 852.90 g/mol
Exact Mass 852.37796506 g/mol
Topological Polar Surface Area (TPSA) 281.00 Ų
XlogP -2.20
Atomic LogP (AlogP) -1.13
H-Bond Acceptor 18
H-Bond Donor 9
Rotatable Bonds 9

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,17R)-14-hydroxy-3-[(2R,3R,4S,5S,6S)-3-hydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-13-methyl-17-(6-oxopyran-3-yl)-1,2,3,6,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthrene-10-carbaldehyde

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 - 0.8804 88.04%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.8297 82.97%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8166 81.66%
OATP1B3 inhibitior + 0.8633 86.33%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8276 82.76%
BSEP inhibitior + 0.8861 88.61%
P-glycoprotein inhibitior + 0.7319 73.19%
P-glycoprotein substrate - 0.5071 50.71%
CYP3A4 substrate + 0.7224 72.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8651 86.51%
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 + 0.6925 69.25%
CYP inhibitory promiscuity - 0.8888 88.88%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5817 58.17%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9120 91.20%
Skin irritation - 0.5531 55.31%
Skin corrosion - 0.9409 94.09%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8082 80.82%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6979 69.79%
skin sensitisation - 0.9209 92.09%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.8405 84.05%
Acute Oral Toxicity (c) I 0.7810 78.10%
Estrogen receptor binding + 0.8159 81.59%
Androgen receptor binding + 0.7610 76.10%
Thyroid receptor binding - 0.5158 51.58%
Glucocorticoid receptor binding + 0.6809 68.09%
Aromatase binding + 0.6019 60.19%
PPAR gamma + 0.7521 75.21%
Honey bee toxicity - 0.6648 66.48%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5700 57.00%
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 98.89% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.88% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.93% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.59% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.53% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 94.47% 95.93%
CHEMBL2581 P07339 Cathepsin D 92.80% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.16% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.14% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.94% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.61% 94.00%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 87.61% 87.67%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.13% 97.36%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.49% 91.24%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.11% 91.71%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.95% 97.25%

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.
Fusifilum depressum

Cross-Links

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PubChem 71713251
LOTUS LTS0154908
wikiData Q105350414