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3-[(3S,5R,8S,9R,10S,13R,14R,17R)-3-[(2R,3S,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-8,14-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[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 ed4292a7-88b1-468a-8c2e-85e79dc70c45
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[(3S,5R,8S,9R,10S,13R,14R,17R)-3-[(2R,3S,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-8,14-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C(C2)CCC4(C3CCC5(C4(CCC5C6=CC(=O)OC6)O)C)O)C)O)OC)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@]4([C@@H]3CC[C@]5([C@@]4(CC[C@@H]5C6=CC(=O)OC6)O)C)O)C)O)OC)O
InChI InChI=1S/C30H46O9/c1-16-23(32)25(36-4)24(33)26(38-16)39-19-6-9-27(2)18(14-19)5-11-29(34)21(27)8-10-28(3)20(7-12-30(28,29)35)17-13-22(31)37-15-17/h13,16,18-21,23-26,32-35H,5-12,14-15H2,1-4H3/t16-,18+,19-,20+,21+,23-,24-,25+,26-,27-,28+,29-,30+/m0/s1
InChI Key VTOUHWJVAHJIRP-HCLHYPNMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O9
Molecular Weight 550.70 g/mol
Exact Mass 550.31418304 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 2.23
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(3S,5R,8S,9R,10S,13R,14R,17R)-3-[(2R,3S,4R,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-8,14-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[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 + 0.9164 91.64%
Caco-2 - 0.8154 81.54%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7979 79.79%
OATP2B1 inhibitior - 0.5917 59.17%
OATP1B1 inhibitior + 0.9298 92.98%
OATP1B3 inhibitior + 0.9672 96.72%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.4626 46.26%
P-glycoprotein inhibitior - 0.4307 43.07%
P-glycoprotein substrate + 0.7052 70.52%
CYP3A4 substrate + 0.6987 69.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9022 90.22%
CYP3A4 inhibition - 0.9300 93.00%
CYP2C9 inhibition - 0.9136 91.36%
CYP2C19 inhibition - 0.9301 93.01%
CYP2D6 inhibition - 0.9355 93.55%
CYP1A2 inhibition - 0.9232 92.32%
CYP2C8 inhibition - 0.7561 75.61%
CYP inhibitory promiscuity - 0.9365 93.65%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5592 55.92%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9320 93.20%
Skin irritation - 0.5265 52.65%
Skin corrosion - 0.9396 93.96%
Ames mutagenesis - 0.6879 68.79%
Human Ether-a-go-go-Related Gene inhibition + 0.7140 71.40%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.7551 75.51%
skin sensitisation - 0.8997 89.97%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.7851 78.51%
Acute Oral Toxicity (c) I 0.6809 68.09%
Estrogen receptor binding + 0.6857 68.57%
Androgen receptor binding + 0.7706 77.06%
Thyroid receptor binding - 0.5683 56.83%
Glucocorticoid receptor binding + 0.6886 68.86%
Aromatase binding + 0.6617 66.17%
PPAR gamma + 0.5647 56.47%
Honey bee toxicity - 0.7027 70.27%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9532 95.32%

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 97.72% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.36% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.88% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.21% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.77% 94.45%
CHEMBL2581 P07339 Cathepsin D 91.07% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.93% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.84% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.06% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.39% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.89% 94.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.88% 82.69%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.25% 85.14%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.30% 97.36%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.00% 92.94%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.44% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.11% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 82.38% 92.50%
CHEMBL3038469 P24941 CDK2/Cyclin A 82.24% 91.38%
CHEMBL1871 P10275 Androgen Receptor 81.75% 96.43%
CHEMBL1937 Q92769 Histone deacetylase 2 80.11% 94.75%

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.
Cerbera odollam

Cross-Links

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PubChem 21637812
LOTUS LTS0006069
wikiData Q105292910