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(1S,4aS)-1-[6-[[(3R,4R,7R,10S,11S,14R,15S,20R,21S)-11,15-dimethyl-19-oxa-17-azaheptacyclo[12.6.1.01,11.04,20.07,20.010,18.017,21]henicosane-3-carbonyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid

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 f51a5c3d-f4dd-46b7-ba55-41bb41abf3f3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name (1S,4aS)-1-[6-[[(3R,4R,7R,10S,11S,14R,15S,20R,21S)-11,15-dimethyl-19-oxa-17-azaheptacyclo[12.6.1.01,11.04,20.07,20.010,18.017,21]henicosane-3-carbonyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H51NO12/c1-16-12-39-30-19(16)9-10-36(2)24-8-5-18-4-7-23-21(11-37(30,36)38(18,23)51-31(24)39)33(46)47-15-25-27(41)28(42)29(43)35(49-25)50-34-26-17(13-40)3-6-20(26)22(14-48-34)32(44)45/h3,14,16,18-21,23-31,34-35,40-43H,4-13,15H2,1-2H3,(H,44,45)/t16-,18-,19-,20-,21-,23-,24-,25?,26?,27?,28?,29?,30+,31?,34+,35?,36+,37?,38-/m1/s1
InChI Key FJXSRYWQNDDRGQ-DSODMYSDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C38H51NO12
Molecular Weight 713.80 g/mol
Exact Mass 713.34112606 g/mol
Topological Polar Surface Area (TPSA) 185.00 Ų
XlogP -1.30
Atomic LogP (AlogP) 1.52
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,4aS)-1-[6-[[(3R,4R,7R,10S,11S,14R,15S,20R,21S)-11,15-dimethyl-19-oxa-17-azaheptacyclo[12.6.1.01,11.04,20.07,20.010,18.017,21]henicosane-3-carbonyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5594 55.94%
Caco-2 - 0.8845 88.45%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6519 65.19%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8010 80.10%
OATP1B3 inhibitior + 0.9410 94.10%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8021 80.21%
BSEP inhibitior - 0.7196 71.96%
P-glycoprotein inhibitior + 0.6939 69.39%
P-glycoprotein substrate + 0.6168 61.68%
CYP3A4 substrate + 0.7418 74.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8821 88.21%
CYP3A4 inhibition - 0.9528 95.28%
CYP2C9 inhibition - 0.8917 89.17%
CYP2C19 inhibition - 0.8827 88.27%
CYP2D6 inhibition - 0.9552 95.52%
CYP1A2 inhibition - 0.8618 86.18%
CYP2C8 inhibition + 0.7168 71.68%
CYP inhibitory promiscuity - 0.8857 88.57%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4528 45.28%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.9186 91.86%
Skin irritation - 0.7315 73.15%
Skin corrosion - 0.9257 92.57%
Ames mutagenesis - 0.6340 63.40%
Human Ether-a-go-go-Related Gene inhibition + 0.7028 70.28%
Micronuclear + 0.7300 73.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.8669 86.69%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.6955 69.55%
Acute Oral Toxicity (c) III 0.6150 61.50%
Estrogen receptor binding + 0.7828 78.28%
Androgen receptor binding + 0.7752 77.52%
Thyroid receptor binding - 0.6076 60.76%
Glucocorticoid receptor binding + 0.5863 58.63%
Aromatase binding + 0.6476 64.76%
PPAR gamma + 0.6764 67.64%
Honey bee toxicity - 0.7115 71.15%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5550 55.50%
Fish aquatic toxicity + 0.9192 91.92%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.43% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.95% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.83% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.89% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.47% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.25% 97.25%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.91% 93.00%
CHEMBL5255 O00206 Toll-like receptor 4 88.46% 92.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.29% 93.04%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.38% 94.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.32% 95.56%
CHEMBL2581 P07339 Cathepsin D 84.43% 98.95%
CHEMBL5028 O14672 ADAM10 84.34% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.68% 89.00%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 83.59% 97.31%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.06% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.51% 97.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.08% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.88% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.75% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.89% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.65% 99.23%

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.
Daphniphyllum calycinum

Cross-Links

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PubChem 102353852
LOTUS LTS0116936
wikiData Q104996404