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3-[(1R,3S,5S,7S,10S,11R,14R,15S,18R)-7-[(2S,3S,4S,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-18-hydroxy-10,14-dimethyl-2-oxapentacyclo[9.7.0.01,3.05,10.014,18]octadecan-15-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 3bf733ca-fb3e-474e-9b85-e6f93de378f2
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[(1R,3S,5S,7S,10S,11R,14R,15S,18R)-7-[(2S,3S,4S,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-18-hydroxy-10,14-dimethyl-2-oxapentacyclo[9.7.0.01,3.05,10.014,18]octadecan-15-yl]-2H-furan-5-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(CCC5(C46C(O6)CC3C2)O)C7=CC(=O)OC7)C)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]4CC[C@@]5([C@@H](CC[C@@]5([C@]46[C@@H](O6)C[C@@H]3C2)O)C7=CC(=O)OC7)C)C)O)OC)O
InChI InChI=1S/C30H44O9/c1-15-23(32)25(35-4)24(33)26(37-15)38-18-5-8-27(2)17(12-18)13-21-30(39-21)20(27)7-9-28(3)19(6-10-29(28,30)34)16-11-22(31)36-14-16/h11,15,17-21,23-26,32-34H,5-10,12-14H2,1-4H3/t15-,17-,18-,19-,20+,21-,23-,24-,25-,26+,27-,28+,29+,30+/m0/s1
InChI Key LVGNJQMAMYJAIL-MHWFAEQJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H44O9
Molecular Weight 548.70 g/mol
Exact Mass 548.29853298 g/mol
Topological Polar Surface Area (TPSA) 127.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 2.24
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(1R,3S,5S,7S,10S,11R,14R,15S,18R)-7-[(2S,3S,4S,5S,6S)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-18-hydroxy-10,14-dimethyl-2-oxapentacyclo[9.7.0.01,3.05,10.014,18]octadecan-15-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 + 0.9557 95.57%
Caco-2 - 0.8165 81.65%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7174 71.74%
OATP2B1 inhibitior - 0.5886 58.86%
OATP1B1 inhibitior + 0.9056 90.56%
OATP1B3 inhibitior + 0.9729 97.29%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.5685 56.85%
P-glycoprotein inhibitior + 0.5869 58.69%
P-glycoprotein substrate + 0.7108 71.08%
CYP3A4 substrate + 0.7201 72.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8930 89.30%
CYP3A4 inhibition - 0.8032 80.32%
CYP2C9 inhibition - 0.8003 80.03%
CYP2C19 inhibition - 0.8703 87.03%
CYP2D6 inhibition - 0.9270 92.70%
CYP1A2 inhibition - 0.8676 86.76%
CYP2C8 inhibition - 0.6229 62.29%
CYP inhibitory promiscuity - 0.8933 89.33%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5881 58.81%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9332 93.32%
Skin irritation - 0.6076 60.76%
Skin corrosion - 0.9340 93.40%
Ames mutagenesis - 0.6479 64.79%
Human Ether-a-go-go-Related Gene inhibition + 0.7172 71.72%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.6340 63.40%
skin sensitisation - 0.8760 87.60%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.6381 63.81%
Acute Oral Toxicity (c) I 0.6598 65.98%
Estrogen receptor binding + 0.6556 65.56%
Androgen receptor binding + 0.7563 75.63%
Thyroid receptor binding - 0.5725 57.25%
Glucocorticoid receptor binding + 0.6850 68.50%
Aromatase binding + 0.6969 69.69%
PPAR gamma + 0.5848 58.48%
Honey bee toxicity - 0.6940 69.40%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9539 95.39%

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 96.00% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.88% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.74% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.78% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.30% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.29% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.23% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.42% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.36% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.27% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.93% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.84% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.12% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.40% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 87.94% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.95% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.87% 97.36%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.40% 92.94%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 83.44% 81.11%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.75% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.67% 99.23%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.64% 95.89%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.77% 100.00%

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 manghas

Cross-Links

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PubChem 162958041
LOTUS LTS0147316
wikiData Q105157845