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(1R,2S,5S,6R,9R,12S,13S,16S,18S)-2,18-dihydroxy-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 17578347-5ab6-46ad-b331-ab27fbe804d2
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name (1R,2S,5S,6R,9R,12S,13S,16S,18S)-2,18-dihydroxy-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(C4CCC56COC7(C5CCC6(C4CCC3(C2)O)O)CC(=O)OC7)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]4CC[C@]56CO[C@@]7([C@H]5CC[C@@]6([C@@H]4CC[C@@]3(C2)O)O)CC(=O)OC7)C=O)OC)O
InChI InChI=1S/C30H44O10/c1-17-25(33)21(36-2)11-24(39-17)40-18-3-7-26(14-31)19-4-8-27-15-38-28(13-23(32)37-16-28)22(27)6-10-30(27,35)20(19)5-9-29(26,34)12-18/h14,17-22,24-25,33-35H,3-13,15-16H2,1-2H3/t17-,18+,19+,20-,21+,22+,24+,25-,26+,27+,28+,29+,30+/m1/s1
InChI Key GVSJUZDQRHJNCX-FLXZMWJOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H44O10
Molecular Weight 564.70 g/mol
Exact Mass 564.29344760 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 1.65
H-Bond Acceptor 10
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 (1R,2S,5S,6R,9R,12S,13S,16S,18S)-2,18-dihydroxy-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 - 0.8208 82.08%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8219 82.19%
OATP2B1 inhibitior - 0.5785 57.85%
OATP1B1 inhibitior + 0.8747 87.47%
OATP1B3 inhibitior + 0.9553 95.53%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8277 82.77%
P-glycoprotein inhibitior + 0.6178 61.78%
P-glycoprotein substrate + 0.7145 71.45%
CYP3A4 substrate + 0.7265 72.65%
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 + 0.5099 50.99%
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 - 0.9316 93.16%
Skin irritation - 0.7421 74.21%
Skin corrosion - 0.9239 92.39%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6693 66.93%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.9280 92.80%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.6054 60.54%
Acute Oral Toxicity (c) I 0.5483 54.83%
Estrogen receptor binding + 0.7404 74.04%
Androgen receptor binding + 0.7417 74.17%
Thyroid receptor binding - 0.5714 57.14%
Glucocorticoid receptor binding + 0.6471 64.71%
Aromatase binding + 0.6226 62.26%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.6347 63.47%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6200 62.00%
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 96.95% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.05% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.76% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.62% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.50% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.23% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.75% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.30% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.08% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.04% 96.77%
CHEMBL1871 P10275 Androgen Receptor 85.97% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.74% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.07% 99.23%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 84.01% 95.71%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.71% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.54% 91.07%
CHEMBL4072 P07858 Cathepsin B 82.70% 93.67%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.97% 92.94%
CHEMBL2581 P07339 Cathepsin D 81.83% 98.95%
CHEMBL4208 P20618 Proteasome component C5 81.61% 90.00%
CHEMBL204 P00734 Thrombin 81.04% 96.01%

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 10099434
LOTUS LTS0267939
wikiData Q105021619