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(1R,2S,5S,6S,9R,12S,13R,16S,18R)-2-hydroxy-16-[(2R,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-2'-oxospiro[7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icosane-6,4'-oxolane]-13-carbaldehyde

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 b4a6f7df-f95b-444b-847b-413e9c3de30f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name (1R,2S,5S,6S,9R,12S,13R,16S,18R)-2-hydroxy-16-[(2R,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-2'-oxospiro[7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icosane-6,4'-oxolane]-13-carbaldehyde
SMILES (Canonical) CC1C(C(CC(O1)OC2CCC3(C(C2)CCC4C3CCC56C4(CCC5C7(CC(=O)OC7)OC6)O)C=O)OC)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]4[C@@H]3CC[C@@]56[C@@]4(CC[C@@H]5[C@]7(CC(=O)OC7)OC6)O)C=O)OC)O
InChI InChI=1S/C30H44O9/c1-17-26(33)22(35-2)12-25(38-17)39-19-5-8-27(14-31)18(11-19)3-4-21-20(27)6-9-28-15-37-29(13-24(32)36-16-29)23(28)7-10-30(21,28)34/h14,17-23,25-26,33-34H,3-13,15-16H2,1-2H3/t17-,18-,19+,20+,21-,22+,23+,25+,26-,27-,28+,29-,30+/m1/s1
InChI Key HHOTUENIOYVHKW-UQQXBDFHSA-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) 121.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.53
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,5S,6S,9R,12S,13R,16S,18R)-2-hydroxy-16-[(2R,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-2'-oxospiro[7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icosane-6,4'-oxolane]-13-carbaldehyde

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8634 86.34%
Caco-2 - 0.8169 81.69%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8219 82.19%
OATP2B1 inhibitior - 0.5751 57.51%
OATP1B1 inhibitior + 0.8715 87.15%
OATP1B3 inhibitior + 0.9553 95.53%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8226 82.26%
P-glycoprotein inhibitior + 0.6285 62.85%
P-glycoprotein substrate + 0.7160 71.60%
CYP3A4 substrate + 0.7298 72.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8839 88.39%
CYP3A4 inhibition - 0.9332 93.32%
CYP2C9 inhibition - 0.9390 93.90%
CYP2C19 inhibition - 0.9128 91.28%
CYP2D6 inhibition - 0.9535 95.35%
CYP1A2 inhibition - 0.9232 92.32%
CYP2C8 inhibition + 0.5070 50.70%
CYP inhibitory promiscuity - 0.9818 98.18%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5650 56.50%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9378 93.78%
Skin irritation - 0.7421 74.21%
Skin corrosion - 0.9239 92.39%
Ames mutagenesis - 0.5854 58.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6789 67.89%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.6446 64.46%
skin sensitisation - 0.9280 92.80%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.8543 85.43%
Acute Oral Toxicity (c) I 0.5483 54.83%
Estrogen receptor binding + 0.7687 76.87%
Androgen receptor binding + 0.7467 74.67%
Thyroid receptor binding - 0.5734 57.34%
Glucocorticoid receptor binding + 0.7009 70.09%
Aromatase binding + 0.5965 59.65%
PPAR gamma + 0.5280 52.80%
Honey bee toxicity - 0.6230 62.30%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.7423 74.23%

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 96.93% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.84% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.32% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.35% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.46% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.74% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.49% 92.94%
CHEMBL1951 P21397 Monoamine oxidase A 90.15% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.92% 95.56%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 89.41% 95.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.16% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.01% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.38% 99.23%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.31% 95.89%
CHEMBL2243 O00519 Anandamide amidohydrolase 86.27% 97.53%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.56% 91.07%
CHEMBL4072 P07858 Cathepsin B 84.91% 93.67%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.91% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.32% 97.14%
CHEMBL1871 P10275 Androgen Receptor 80.94% 96.43%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.77% 97.36%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 80.52% 98.99%

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.
Apocynum cannabinum

Cross-Links

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PubChem 10370279
LOTUS LTS0275984
wikiData Q105028427