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(1R,3R,6S,8R,12S,13R,17R,18E,20E,24S,25S,26R)-6,12-dihydroxy-17-[(1S)-1-hydroxyethyl]-5,13,25-trimethylspiro[2,10,16,23-tetraoxatetracyclo[22.2.1.03,8.08,25]heptacosa-4,18,20-triene-26,2'-oxirane]-11,22-dione

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 7567653e-74aa-4a0d-87cf-29750a4e4ccc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Trichothecenes
IUPAC Name (1R,3R,6S,8R,12S,13R,17R,18E,20E,24S,25S,26R)-6,12-dihydroxy-17-[(1S)-1-hydroxyethyl]-5,13,25-trimethylspiro[2,10,16,23-tetraoxatetracyclo[22.2.1.03,8.08,25]heptacosa-4,18,20-triene-26,2'-oxirane]-11,22-dione
SMILES (Canonical) CC1CCOC(C=CC=CC(=O)OC2CC3C4(C2(C5(CC(C(=CC5O3)C)O)COC(=O)C1O)C)CO4)C(C)O
SMILES (Isomeric) C[C@@H]1CCO[C@H](/C=C/C=C/C(=O)O[C@H]2C[C@@H]3[C@@]4([C@]2([C@]5(C[C@@H](C(=C[C@H]5O3)C)O)COC(=O)[C@H]1O)C)CO4)[C@H](C)O
InChI InChI=1S/C29H40O10/c1-16-9-10-35-20(18(3)30)7-5-6-8-24(32)39-21-12-23-29(15-37-29)27(21,4)28(14-36-26(34)25(16)33)13-19(31)17(2)11-22(28)38-23/h5-8,11,16,18-23,25,30-31,33H,9-10,12-15H2,1-4H3/b7-5+,8-6+/t16-,18+,19+,20-,21+,22-,23-,25+,27-,28-,29-/m1/s1
InChI Key GVZIONLFUHXCGG-XBVVSGKNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40O10
Molecular Weight 548.60 g/mol
Exact Mass 548.26214747 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.36
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3R,6S,8R,12S,13R,17R,18E,20E,24S,25S,26R)-6,12-dihydroxy-17-[(1S)-1-hydroxyethyl]-5,13,25-trimethylspiro[2,10,16,23-tetraoxatetracyclo[22.2.1.03,8.08,25]heptacosa-4,18,20-triene-26,2'-oxirane]-11,22-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9334 93.34%
Caco-2 - 0.7741 77.41%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7479 74.79%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8586 85.86%
OATP1B3 inhibitior + 0.9530 95.30%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6400 64.00%
BSEP inhibitior + 0.9044 90.44%
P-glycoprotein inhibitior + 0.7119 71.19%
P-glycoprotein substrate + 0.9057 90.57%
CYP3A4 substrate + 0.6912 69.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8870 88.70%
CYP3A4 inhibition - 0.8598 85.98%
CYP2C9 inhibition - 0.8592 85.92%
CYP2C19 inhibition - 0.9038 90.38%
CYP2D6 inhibition - 0.9505 95.05%
CYP1A2 inhibition - 0.8512 85.12%
CYP2C8 inhibition - 0.5575 55.75%
CYP inhibitory promiscuity - 0.9819 98.19%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5402 54.02%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9395 93.95%
Skin irritation - 0.5137 51.37%
Skin corrosion - 0.9301 93.01%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8304 83.04%
Micronuclear - 0.7200 72.00%
Hepatotoxicity + 0.6750 67.50%
skin sensitisation - 0.8712 87.12%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.5811 58.11%
Acute Oral Toxicity (c) I 0.6068 60.68%
Estrogen receptor binding + 0.8419 84.19%
Androgen receptor binding + 0.6876 68.76%
Thyroid receptor binding + 0.5181 51.81%
Glucocorticoid receptor binding + 0.8152 81.52%
Aromatase binding + 0.6509 65.09%
PPAR gamma + 0.6680 66.80%
Honey bee toxicity - 0.6697 66.97%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9691 96.91%

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
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 96.15% 96.47%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.88% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.30% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.81% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.91% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.81% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.74% 95.56%
CHEMBL2581 P07339 Cathepsin D 91.92% 98.95%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 91.84% 98.75%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.70% 96.77%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.94% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.54% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.27% 100.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 88.69% 97.21%
CHEMBL1871 P10275 Androgen Receptor 87.72% 96.43%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 85.12% 97.47%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.71% 99.23%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.36% 94.80%
CHEMBL4444 P04070 Vitamin K-dependent protein C 82.59% 93.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.33% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.37% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.14% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 80.26% 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.
Baccharis megapotamica

Cross-Links

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PubChem 162958130
LOTUS LTS0237588
wikiData Q105022058