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(3S,5S,8R,9S,10S,13R,14S,17R)-3-[(2R,3R,4S,5R)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-yl]oxy-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[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 3edbb30a-4baf-4792-9e83-20e346b50907
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (3S,5S,8R,9S,10S,13R,14S,17R)-3-[(2R,3R,4S,5R)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-yl]oxy-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H42O11/c1-26-6-3-18-19(29(26,37)9-5-17(26)15-10-21(33)38-13-15)4-8-28(36)11-16(2-7-27(18,28)14-31)39-25-23(35)22(34)24(40-25)20(32)12-30/h10,14,16-20,22-25,30,32,34-37H,2-9,11-13H2,1H3/t16-,17+,18-,19+,20+,22-,23+,24+,25+,26+,27-,28-,29-/m0/s1
InChI Key NXFPONPKUDPINF-GCYYCFFWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H42O11
Molecular Weight 566.60 g/mol
Exact Mass 566.27271215 g/mol
Topological Polar Surface Area (TPSA) 183.00 Ų
XlogP -1.20
Atomic LogP (AlogP) -0.28
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5S,8R,9S,10S,13R,14S,17R)-3-[(2R,3R,4S,5R)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-yl]oxy-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[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 + 0.8797 87.97%
Caco-2 - 0.8845 88.45%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8468 84.68%
OATP2B1 inhibitior - 0.6042 60.42%
OATP1B1 inhibitior + 0.9276 92.76%
OATP1B3 inhibitior + 0.9593 95.93%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.5160 51.60%
P-glycoprotein inhibitior - 0.4794 47.94%
P-glycoprotein substrate + 0.6339 63.39%
CYP3A4 substrate + 0.7103 71.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8962 89.62%
CYP3A4 inhibition - 0.9035 90.35%
CYP2C9 inhibition - 0.8750 87.50%
CYP2C19 inhibition - 0.9000 90.00%
CYP2D6 inhibition - 0.9339 93.39%
CYP1A2 inhibition - 0.9029 90.29%
CYP2C8 inhibition + 0.4765 47.65%
CYP inhibitory promiscuity - 0.9333 93.33%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5125 51.25%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9400 94.00%
Skin irritation - 0.5745 57.45%
Skin corrosion - 0.9403 94.03%
Ames mutagenesis - 0.5670 56.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8473 84.73%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6342 63.42%
skin sensitisation - 0.9226 92.26%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.7196 71.96%
Acute Oral Toxicity (c) I 0.5733 57.33%
Estrogen receptor binding + 0.8187 81.87%
Androgen receptor binding + 0.8071 80.71%
Thyroid receptor binding - 0.6095 60.95%
Glucocorticoid receptor binding + 0.6059 60.59%
Aromatase binding + 0.6838 68.38%
PPAR gamma - 0.4853 48.53%
Honey bee toxicity - 0.7529 75.29%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9758 97.58%

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 98.59% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.09% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.99% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.99% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 95.90% 100.00%
CHEMBL2581 P07339 Cathepsin D 95.25% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.90% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.34% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.25% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.43% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.21% 95.89%
CHEMBL4208 P20618 Proteasome component C5 88.77% 90.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.28% 91.71%
CHEMBL226 P30542 Adenosine A1 receptor 84.22% 95.93%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.89% 96.77%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.31% 92.88%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.16% 94.23%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.84% 92.86%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.65% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.54% 89.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.39% 96.38%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.29% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.02% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.91% 97.14%

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.
Coronilla scorpioides

Cross-Links

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PubChem 163012077
LOTUS LTS0150874
wikiData Q105206155