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(1R,2S,7S,10R,11S,13R,15S,16R,19R)-7-[(2S,3R,4S,5S,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-10,15,19-trimethyl-14-oxapentacyclo[11.5.1.02,11.05,10.016,19]nonadec-4-ene-12,18-dione

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 dc62cde6-f877-4ef2-9231-1a186d3b2594
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (1R,2S,7S,10R,11S,13R,15S,16R,19R)-7-[(2S,3R,4S,5S,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-10,15,19-trimethyl-14-oxapentacyclo[11.5.1.02,11.05,10.016,19]nonadec-4-ene-12,18-dione
SMILES (Canonical) CC1C2CC(=O)C3C2(C(O1)C(=O)C4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)C)O)OC)O)C)C
SMILES (Isomeric) C[C@H]1[C@@H]2CC(=O)[C@H]3[C@@]2([C@@H](O1)C(=O)[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O[C@@H]6[C@@H]([C@H]([C@H]([C@H](O6)C)O)OC)O)C)C
InChI InChI=1S/C28H40O8/c1-12-17-11-18(29)19-16-7-6-14-10-15(36-26-23(32)24(33-5)21(30)13(2)35-26)8-9-27(14,3)20(16)22(31)25(34-12)28(17,19)4/h6,12-13,15-17,19-21,23-26,30,32H,7-11H2,1-5H3/t12-,13+,15-,16-,17-,19-,20+,21-,23+,24-,25-,26+,27-,28+/m0/s1
InChI Key XRMPIDCTIXYPNC-IORYADRLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H40O8
Molecular Weight 504.60 g/mol
Exact Mass 504.27231823 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 2.19
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,7S,10R,11S,13R,15S,16R,19R)-7-[(2S,3R,4S,5S,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-10,15,19-trimethyl-14-oxapentacyclo[11.5.1.02,11.05,10.016,19]nonadec-4-ene-12,18-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9565 95.65%
Caco-2 - 0.7467 74.67%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7645 76.45%
OATP2B1 inhibitior - 0.8618 86.18%
OATP1B1 inhibitior + 0.8686 86.86%
OATP1B3 inhibitior + 0.9579 95.79%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6521 65.21%
BSEP inhibitior - 0.6070 60.70%
P-glycoprotein inhibitior - 0.4310 43.10%
P-glycoprotein substrate - 0.5353 53.53%
CYP3A4 substrate + 0.7105 71.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8538 85.38%
CYP3A4 inhibition - 0.7910 79.10%
CYP2C9 inhibition - 0.9311 93.11%
CYP2C19 inhibition - 0.9566 95.66%
CYP2D6 inhibition - 0.9449 94.49%
CYP1A2 inhibition - 0.8045 80.45%
CYP2C8 inhibition + 0.5240 52.40%
CYP inhibitory promiscuity - 0.9148 91.48%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Danger 0.4702 47.02%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9549 95.49%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9018 90.18%
Ames mutagenesis - 0.7461 74.61%
Human Ether-a-go-go-Related Gene inhibition - 0.4429 44.29%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.5747 57.47%
skin sensitisation - 0.8618 86.18%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.5991 59.91%
Acute Oral Toxicity (c) I 0.4275 42.75%
Estrogen receptor binding + 0.6968 69.68%
Androgen receptor binding + 0.7112 71.12%
Thyroid receptor binding - 0.5797 57.97%
Glucocorticoid receptor binding + 0.6630 66.30%
Aromatase binding - 0.5000 50.00%
PPAR gamma - 0.5377 53.77%
Honey bee toxicity - 0.7022 70.22%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9679 96.79%

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 98.60% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.74% 96.09%
CHEMBL2581 P07339 Cathepsin D 91.91% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.27% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.39% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.20% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.96% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 87.23% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.90% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.12% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.09% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.36% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.86% 91.07%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.79% 94.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.29% 93.04%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.06% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.82% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.58% 85.14%

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.
Digitalis purpurea

Cross-Links

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PubChem 162972681
LOTUS LTS0251542
wikiData Q105340601