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(1S,2R,5R,7S,10R,22S)-7-[(2R,4S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-1-hydroxy-5,10,22-trimethyl-15-oxahexacyclo[11.8.1.02,11.05,10.014,18.019,22]docos-17-en-16-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 beaee205-209a-47e9-8006-91cc30201b73
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name (1S,2R,5R,7S,10R,22S)-7-[(2R,4S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-1-hydroxy-5,10,22-trimethyl-15-oxahexacyclo[11.8.1.02,11.05,10.014,18.019,22]docos-17-en-16-one
SMILES (Canonical) CC1C(C(CC(O1)OC2CCC3(C4CC5C6C(=CC(=O)O6)C7C5(C(C4CCC3(C2)C)(CC7)O)C)C)O)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@@]3(C4CC5C6C(=CC(=O)O6)C7[C@@]5([C@@]([C@@H]4CC[C@@]3(C2)C)(CC7)O)C)C)O)O
InChI InChI=1S/C30H44O7/c1-15-25(33)22(31)13-24(35-15)36-16-5-9-28(3)20-12-21-26-17(11-23(32)37-26)18-7-10-30(34,29(18,21)4)19(20)6-8-27(28,2)14-16/h11,15-16,18-22,24-26,31,33-34H,5-10,12-14H2,1-4H3/t15-,16+,18?,19-,20?,21?,22+,24+,25-,26?,27-,28-,29+,30+/m1/s1
InChI Key LJHTWYINJUTHIC-CZMKITQSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O7
Molecular Weight 516.70 g/mol
Exact Mass 516.30870374 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.48
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,5R,7S,10R,22S)-7-[(2R,4S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-1-hydroxy-5,10,22-trimethyl-15-oxahexacyclo[11.8.1.02,11.05,10.014,18.019,22]docos-17-en-16-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9668 96.68%
Caco-2 - 0.7805 78.05%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8084 80.84%
OATP2B1 inhibitior - 0.7184 71.84%
OATP1B1 inhibitior + 0.8527 85.27%
OATP1B3 inhibitior + 0.8759 87.59%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7071 70.71%
BSEP inhibitior - 0.7968 79.68%
P-glycoprotein inhibitior - 0.4733 47.33%
P-glycoprotein substrate + 0.6460 64.60%
CYP3A4 substrate + 0.7065 70.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9026 90.26%
CYP3A4 inhibition - 0.8197 81.97%
CYP2C9 inhibition - 0.8999 89.99%
CYP2C19 inhibition - 0.9001 90.01%
CYP2D6 inhibition - 0.9406 94.06%
CYP1A2 inhibition - 0.7702 77.02%
CYP2C8 inhibition - 0.6723 67.23%
CYP inhibitory promiscuity - 0.9507 95.07%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4400 44.00%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9448 94.48%
Skin irritation + 0.6486 64.86%
Skin corrosion - 0.9155 91.55%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8131 81.31%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.6804 68.04%
skin sensitisation - 0.8587 85.87%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.7372 73.72%
Acute Oral Toxicity (c) I 0.4515 45.15%
Estrogen receptor binding + 0.7286 72.86%
Androgen receptor binding + 0.7597 75.97%
Thyroid receptor binding - 0.5178 51.78%
Glucocorticoid receptor binding + 0.6196 61.96%
Aromatase binding + 0.6246 62.46%
PPAR gamma - 0.5266 52.66%
Honey bee toxicity - 0.7427 74.27%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9799 97.99%

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 98.23% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.88% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.49% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.92% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.03% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.39% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.48% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.72% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.47% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.76% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.91% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.62% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.91% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.19% 97.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.24% 92.94%
CHEMBL4208 P20618 Proteasome component C5 84.29% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.60% 91.07%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.97% 94.00%
CHEMBL1871 P10275 Androgen Receptor 81.69% 96.43%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.37% 93.03%
CHEMBL1937 Q92769 Histone deacetylase 2 81.13% 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.
Digitalis lanata

Cross-Links

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PubChem 5316683
NPASS NPC278584