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3-[5,11-dihydroxy-10,13-dimethyl-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-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 e082c042-6aa6-4fc4-aaed-868c674eff60
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[5,11-dihydroxy-10,13-dimethyl-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C4C(CCC3(C2)O)C5CCC(C5(CC4O)C)C6=CC(=O)OC6)C)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2CCC3(C4C(CCC3(C2)O)C5CCC(C5(CC4O)C)C6=CC(=O)OC6)C)O)O)O
InChI InChI=1S/C29H44O9/c1-14-23(32)24(33)25(34)26(37-14)38-16-6-8-28(3)22-17(7-9-29(28,35)11-16)19-5-4-18(15-10-21(31)36-13-15)27(19,2)12-20(22)30/h10,14,16-20,22-26,30,32-35H,4-9,11-13H2,1-3H3
InChI Key RXFMKFGXHCVSNT-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H44O9
Molecular Weight 536.70 g/mol
Exact Mass 536.29853298 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.43
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[5,11-dihydroxy-10,13-dimethyl-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9219 92.19%
Caco-2 - 0.8347 83.47%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8297 82.97%
OATP2B1 inhibitior - 0.6133 61.33%
OATP1B1 inhibitior + 0.9153 91.53%
OATP1B3 inhibitior + 0.9518 95.18%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.6423 64.23%
P-glycoprotein inhibitior - 0.5361 53.61%
P-glycoprotein substrate + 0.5279 52.79%
CYP3A4 substrate + 0.7133 71.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9026 90.26%
CYP3A4 inhibition - 0.9279 92.79%
CYP2C9 inhibition - 0.9196 91.96%
CYP2C19 inhibition - 0.9385 93.85%
CYP2D6 inhibition - 0.9359 93.59%
CYP1A2 inhibition - 0.9261 92.61%
CYP2C8 inhibition - 0.5938 59.38%
CYP inhibitory promiscuity - 0.9279 92.79%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5632 56.32%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9416 94.16%
Skin irritation + 0.5359 53.59%
Skin corrosion - 0.9388 93.88%
Ames mutagenesis - 0.7670 76.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8732 87.32%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6893 68.93%
skin sensitisation - 0.9042 90.42%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.7557 75.57%
Acute Oral Toxicity (c) I 0.7867 78.67%
Estrogen receptor binding + 0.7854 78.54%
Androgen receptor binding + 0.8038 80.38%
Thyroid receptor binding - 0.5976 59.76%
Glucocorticoid receptor binding + 0.6471 64.71%
Aromatase binding + 0.7147 71.47%
PPAR gamma - 0.4944 49.44%
Honey bee toxicity - 0.6867 68.67%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9750 97.50%

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 98.50% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.13% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.10% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.48% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.44% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.83% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.24% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.12% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.74% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.87% 96.77%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 88.42% 81.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.17% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.95% 94.45%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 86.93% 94.78%
CHEMBL2581 P07339 Cathepsin D 86.77% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.05% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.30% 94.00%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 82.91% 98.46%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.07% 89.00%
CHEMBL1871 P10275 Androgen Receptor 81.52% 96.43%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.10% 93.04%

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.
Convallaria majalis

Cross-Links

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PubChem 163031277
LOTUS LTS0030281
wikiData Q105246983