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[(1S,2R,7R,9R,11R,12S)-2-[[(E)-5-hydroxy-3-methylpent-2-enoyl]oxymethyl]-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-11-yl] (2Z,4E,6S,7S)-6,7-dihydroxyocta-2,4-dienoate

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 438d6625-e8f7-4f01-bfe7-cec73055d372
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Trichothecenes
IUPAC Name [(1S,2R,7R,9R,11R,12S)-2-[[(E)-5-hydroxy-3-methylpent-2-enoyl]oxymethyl]-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-11-yl] (2Z,4E,6S,7S)-6,7-dihydroxyocta-2,4-dienoate
SMILES (Canonical) CC1=CC2C(CC1)(C3(C(CC(C34CO4)O2)OC(=O)C=CC=CC(C(C)O)O)C)COC(=O)C=C(C)CCO
SMILES (Isomeric) CC1=C[C@@H]2[C@](CC1)([C@]3([C@@H](C[C@H]([C@@]34CO4)O2)OC(=O)/C=C\C=C\[C@@H]([C@H](C)O)O)C)COC(=O)/C=C(\C)/CCO
InChI InChI=1S/C29H40O9/c1-18-9-11-28(16-35-26(34)14-19(2)10-12-30)23(13-18)37-24-15-22(27(28,4)29(24)17-36-29)38-25(33)8-6-5-7-21(32)20(3)31/h5-8,13-14,20-24,30-32H,9-12,15-17H2,1-4H3/b7-5+,8-6-,19-14+/t20-,21-,22+,23+,24+,27+,28+,29-/m0/s1
InChI Key SYKUAMFXVHJZSH-JULYGXFESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40O9
Molecular Weight 532.60 g/mol
Exact Mass 532.26723285 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 2.30
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,7R,9R,11R,12S)-2-[[(E)-5-hydroxy-3-methylpent-2-enoyl]oxymethyl]-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-11-yl] (2Z,4E,6S,7S)-6,7-dihydroxyocta-2,4-dienoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8606 86.06%
Caco-2 - 0.7762 77.62%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7542 75.42%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7980 79.80%
OATP1B3 inhibitior + 0.9459 94.59%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6521 65.21%
BSEP inhibitior + 0.9548 95.48%
P-glycoprotein inhibitior + 0.7688 76.88%
P-glycoprotein substrate + 0.6046 60.46%
CYP3A4 substrate + 0.7138 71.38%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8797 87.97%
CYP3A4 inhibition - 0.8116 81.16%
CYP2C9 inhibition - 0.8687 86.87%
CYP2C19 inhibition - 0.9127 91.27%
CYP2D6 inhibition - 0.9439 94.39%
CYP1A2 inhibition - 0.8373 83.73%
CYP2C8 inhibition + 0.6864 68.64%
CYP inhibitory promiscuity - 0.9719 97.19%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6034 60.34%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9381 93.81%
Skin irritation - 0.5558 55.58%
Skin corrosion - 0.9352 93.52%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7502 75.02%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.5059 50.59%
skin sensitisation - 0.8726 87.26%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.4721 47.21%
Acute Oral Toxicity (c) I 0.6600 66.00%
Estrogen receptor binding + 0.8400 84.00%
Androgen receptor binding + 0.7279 72.79%
Thyroid receptor binding + 0.5431 54.31%
Glucocorticoid receptor binding + 0.7963 79.63%
Aromatase binding + 0.6544 65.44%
PPAR gamma + 0.6292 62.92%
Honey bee toxicity - 0.6940 69.40%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.9469 94.69%

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 98.72% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.31% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.23% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.65% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.11% 86.33%
CHEMBL2581 P07339 Cathepsin D 90.39% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 90.18% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.13% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.09% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.87% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.07% 91.07%
CHEMBL230 P35354 Cyclooxygenase-2 87.41% 89.63%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 86.64% 80.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.55% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.27% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 83.80% 97.79%
CHEMBL5028 O14672 ADAM10 82.69% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.36% 97.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.90% 99.17%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.53% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 80.93% 94.73%

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 101177331
LOTUS LTS0189213
wikiData Q104402050