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3-[(3S,5R,8R,9S,10S,11R,13R,14S,17R)-3-[(2S,3R,4R,6R)-3,4-dihydroxy-6-methyloxan-2-yl]oxy-11,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-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 72b0a409-bc9c-4643-8e75-da917b7975b6
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[(3S,5R,8R,9S,10S,11R,13R,14S,17R)-3-[(2S,3R,4R,6R)-3,4-dihydroxy-6-methyloxan-2-yl]oxy-11,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical) CC1CC(C(C(O1)OC2CCC3(C(C2)CCC4C3C(CC5(C4(CCC5C6=CC(=O)OC6)O)C)O)C)O)O
SMILES (Isomeric) C[C@@H]1C[C@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]4[C@@H]3[C@@H](C[C@]5([C@@]4(CC[C@@H]5C6=CC(=O)OC6)O)C)O)C)O)O
InChI InChI=1S/C29H44O8/c1-15-10-21(30)25(33)26(36-15)37-18-6-8-27(2)17(12-18)4-5-20-24(27)22(31)13-28(3)19(7-9-29(20,28)34)16-11-23(32)35-14-16/h11,15,17-22,24-26,30-31,33-34H,4-10,12-14H2,1-3H3/t15-,17-,18+,19-,20-,21-,22-,24-,25-,26+,27+,28-,29+/m1/s1
InChI Key JWRCSUPQDJUOIK-PBCCVRRHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H44O8
Molecular Weight 520.70 g/mol
Exact Mass 520.30361836 g/mol
Topological Polar Surface Area (TPSA) 126.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.46
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(3S,5R,8R,9S,10S,11R,13R,14S,17R)-3-[(2S,3R,4R,6R)-3,4-dihydroxy-6-methyloxan-2-yl]oxy-11,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-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 + 0.9631 96.31%
Caco-2 - 0.7982 79.82%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8620 86.20%
OATP2B1 inhibitior - 0.5953 59.53%
OATP1B1 inhibitior + 0.9358 93.58%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.4735 47.35%
P-glycoprotein inhibitior - 0.5318 53.18%
P-glycoprotein substrate + 0.6905 69.05%
CYP3A4 substrate + 0.7189 71.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9033 90.33%
CYP3A4 inhibition - 0.9010 90.10%
CYP2C9 inhibition - 0.9082 90.82%
CYP2C19 inhibition - 0.9258 92.58%
CYP2D6 inhibition - 0.9412 94.12%
CYP1A2 inhibition - 0.8902 89.02%
CYP2C8 inhibition - 0.7521 75.21%
CYP inhibitory promiscuity - 0.9381 93.81%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5211 52.11%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9332 93.32%
Skin irritation + 0.5730 57.30%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7508 75.08%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.7393 73.93%
skin sensitisation - 0.9061 90.61%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.6671 66.71%
Acute Oral Toxicity (c) I 0.7997 79.97%
Estrogen receptor binding + 0.7718 77.18%
Androgen receptor binding + 0.8320 83.20%
Thyroid receptor binding - 0.6048 60.48%
Glucocorticoid receptor binding + 0.6726 67.26%
Aromatase binding + 0.6723 67.23%
PPAR gamma + 0.5241 52.41%
Honey bee toxicity - 0.6717 67.17%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9797 97.97%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.36% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.11% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.10% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.07% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.96% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.35% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.81% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.25% 82.69%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.02% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.11% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.06% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.98% 95.89%
CHEMBL2581 P07339 Cathepsin D 85.72% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.09% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 83.96% 92.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.61% 96.21%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.36% 94.00%
CHEMBL3038469 P24941 CDK2/Cyclin A 82.20% 91.38%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.83% 97.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.31% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 81.17% 95.93%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.05% 99.23%

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.
Anodendron affine

Cross-Links

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PubChem 162914853
LOTUS LTS0122069
wikiData Q105136316