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(1R,3S,8S,12E,17S,18R,19E,21Z,25R,26S,27S)-18-hydroxy-5,13,17,26-tetramethylspiro[2,10,16,24-tetraoxatetracyclo[23.2.1.03,8.08,26]octacosa-4,12,19,21-tetraene-27,2'-oxirane]-11,23-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 8cfc4ba6-3baa-49bf-9a4e-3d2505bdc37a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Trichothecenes
IUPAC Name (1R,3S,8S,12E,17S,18R,19E,21Z,25R,26S,27S)-18-hydroxy-5,13,17,26-tetramethylspiro[2,10,16,24-tetraoxatetracyclo[23.2.1.03,8.08,26]octacosa-4,12,19,21-tetraene-27,2'-oxirane]-11,23-dione
SMILES (Canonical) CC1C(C=CC=CC(=O)OC2CC3C4(C2(C5(CCC(=CC5O3)C)COC(=O)C=C(CCO1)C)C)CO4)O
SMILES (Isomeric) C[C@H]1[C@@H](/C=C/C=C\C(=O)O[C@@H]2C[C@@H]3[C@]4([C@]2([C@@]5(CCC(=C[C@@H]5O3)C)COC(=O)/C=C(/CCO1)\C)C)CO4)O
InChI InChI=1S/C29H38O8/c1-18-9-11-28-16-34-26(32)14-19(2)10-12-33-20(3)21(30)7-5-6-8-25(31)37-22-15-24(36-23(28)13-18)29(17-35-29)27(22,28)4/h5-8,13-14,20-24,30H,9-12,15-17H2,1-4H3/b7-5+,8-6-,19-14+/t20-,21+,22+,23-,24+,27+,28-,29-/m0/s1
InChI Key LIZTVRFBEXUQHG-BSHNIJGFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H38O8
Molecular Weight 514.60 g/mol
Exact Mass 514.25666817 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 3.34
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3S,8S,12E,17S,18R,19E,21Z,25R,26S,27S)-18-hydroxy-5,13,17,26-tetramethylspiro[2,10,16,24-tetraoxatetracyclo[23.2.1.03,8.08,26]octacosa-4,12,19,21-tetraene-27,2'-oxirane]-11,23-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9193 91.93%
Caco-2 - 0.6548 65.48%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7756 77.56%
OATP2B1 inhibitior - 0.8612 86.12%
OATP1B1 inhibitior + 0.8354 83.54%
OATP1B3 inhibitior + 0.9717 97.17%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6021 60.21%
BSEP inhibitior + 0.9850 98.50%
P-glycoprotein inhibitior + 0.8522 85.22%
P-glycoprotein substrate + 0.8028 80.28%
CYP3A4 substrate + 0.6959 69.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8772 87.72%
CYP3A4 inhibition - 0.9261 92.61%
CYP2C9 inhibition - 0.9063 90.63%
CYP2C19 inhibition - 0.9195 91.95%
CYP2D6 inhibition - 0.9497 94.97%
CYP1A2 inhibition - 0.7498 74.98%
CYP2C8 inhibition + 0.4800 48.00%
CYP inhibitory promiscuity - 0.9736 97.36%
UGT catelyzed - 0.9000 90.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5571 55.71%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9334 93.34%
Skin irritation - 0.5391 53.91%
Skin corrosion - 0.9217 92.17%
Ames mutagenesis - 0.5337 53.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7538 75.38%
Micronuclear - 0.6700 67.00%
Hepatotoxicity + 0.6553 65.53%
skin sensitisation - 0.8508 85.08%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.6682 66.82%
Acute Oral Toxicity (c) I 0.5627 56.27%
Estrogen receptor binding + 0.8291 82.91%
Androgen receptor binding + 0.7268 72.68%
Thyroid receptor binding + 0.5291 52.91%
Glucocorticoid receptor binding + 0.8359 83.59%
Aromatase binding + 0.6690 66.90%
PPAR gamma + 0.5549 55.49%
Honey bee toxicity - 0.5814 58.14%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9751 97.51%

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 97.43% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.22% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.15% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.32% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.17% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.88% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.52% 96.09%
CHEMBL2581 P07339 Cathepsin D 89.03% 98.95%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 88.93% 81.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.26% 97.09%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.18% 98.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.96% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.66% 89.00%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 84.59% 95.52%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.60% 94.80%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.35% 93.40%
CHEMBL1937 Q92769 Histone deacetylase 2 82.91% 94.75%
CHEMBL1871 P10275 Androgen Receptor 81.55% 96.43%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.97% 97.36%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163020789
LOTUS LTS0003074
wikiData Q105152449