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(1S,4R,5R,7S,11R,13S,16S,17S,18S,19R)-4,5,17-trihydroxy-14,18-dimethyl-6-methylidene-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-en-9-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 8318b57c-8a12-4562-b356-106adbcc1990
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
IUPAC Name (1S,4R,5R,7S,11R,13S,16S,17S,18S,19R)-4,5,17-trihydroxy-14,18-dimethyl-6-methylidene-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-en-9-one
SMILES (Canonical) CC1=CC(C(C2(C1CC3C45C2C(C(C(=C)C4CC(=O)O3)O)(OC5)O)C)O)OC6C(C(C(C(O6)CO)O)O)O
SMILES (Isomeric) CC1=C[C@@H]([C@H]([C@]2([C@H]1C[C@@H]3[C@]45[C@@H]2[C@]([C@@H](C(=C)[C@@H]4CC(=O)O3)O)(OC5)O)C)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
InChI InChI=1S/C26H36O12/c1-9-4-13(36-22-19(31)18(30)17(29)14(7-27)37-22)21(33)24(3)11(9)5-15-25-8-35-26(34,23(24)25)20(32)10(2)12(25)6-16(28)38-15/h4,11-15,17-23,27,29-34H,2,5-8H2,1,3H3/t11-,12-,13-,14+,15+,17+,18-,19+,20+,21+,22+,23+,24+,25+,26-/m0/s1
InChI Key NNJOUYDCJDTDEP-VBEDBJTFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H36O12
Molecular Weight 540.60 g/mol
Exact Mass 540.22067658 g/mol
Topological Polar Surface Area (TPSA) 196.00 Ų
XlogP -3.00
Atomic LogP (AlogP) -2.30
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,4R,5R,7S,11R,13S,16S,17S,18S,19R)-4,5,17-trihydroxy-14,18-dimethyl-6-methylidene-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-en-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6729 67.29%
Caco-2 - 0.8441 84.41%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7350 73.50%
OATP2B1 inhibitior - 0.8624 86.24%
OATP1B1 inhibitior + 0.8450 84.50%
OATP1B3 inhibitior + 0.9436 94.36%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior - 0.5955 59.55%
P-glycoprotein substrate + 0.6380 63.80%
CYP3A4 substrate + 0.6905 69.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8766 87.66%
CYP3A4 inhibition - 0.9211 92.11%
CYP2C9 inhibition - 0.9090 90.90%
CYP2C19 inhibition - 0.8519 85.19%
CYP2D6 inhibition - 0.9356 93.56%
CYP1A2 inhibition - 0.8861 88.61%
CYP2C8 inhibition + 0.4662 46.62%
CYP inhibitory promiscuity - 0.8712 87.12%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6988 69.88%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9250 92.50%
Skin irritation - 0.6776 67.76%
Skin corrosion - 0.9406 94.06%
Ames mutagenesis - 0.5164 51.64%
Human Ether-a-go-go-Related Gene inhibition - 0.4471 44.71%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.8480 84.80%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.7550 75.50%
Acute Oral Toxicity (c) I 0.4534 45.34%
Estrogen receptor binding + 0.7100 71.00%
Androgen receptor binding + 0.6697 66.97%
Thyroid receptor binding - 0.4882 48.82%
Glucocorticoid receptor binding + 0.5853 58.53%
Aromatase binding + 0.6887 68.87%
PPAR gamma + 0.6750 67.50%
Honey bee toxicity - 0.6128 61.28%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9736 97.36%

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 97.17% 91.11%
CHEMBL2581 P07339 Cathepsin D 92.35% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.61% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.39% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.18% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 89.47% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.67% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.92% 96.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.87% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 84.86% 92.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.72% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 84.20% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.34% 94.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.97% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.39% 86.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.98% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.64% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.53% 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.
Ailanthus altissima

Cross-Links

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PubChem 118729955
NPASS NPC122971
LOTUS LTS0249489
wikiData Q105182168