(1R,2E,8S,10R,11S)-8,10,11-trihydroxy-6-(hydroxymethyl)-1,10-dimethyl-4,14-dioxatricyclo[9.2.1.03,7]tetradeca-2,6-dien-5-one

Details

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Internal ID 7a51830f-6425-4dfd-80ce-e5d6e25df725
Taxonomy Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
IUPAC Name (1R,2E,8S,10R,11S)-8,10,11-trihydroxy-6-(hydroxymethyl)-1,10-dimethyl-4,14-dioxatricyclo[9.2.1.03,7]tetradeca-2,6-dien-5-one
SMILES (Canonical) CC12CCC(O1)(C(CC(C3=C(C(=O)OC3=C2)CO)O)(C)O)O
SMILES (Isomeric) C[C@]1\2CC[C@](O1)([C@](C[C@@H](C\3=C(C(=O)O/C3=C2)CO)O)(C)O)O
InChI InChI=1S/C15H20O7/c1-13-3-4-15(20,22-13)14(2,19)5-9(17)11-8(7-16)12(18)21-10(11)6-13/h6,9,16-17,19-20H,3-5,7H2,1-2H3/b10-6+/t9-,13+,14+,15-/m0/s1
InChI Key DFVXZXVMGOXJCF-MIPIPXHXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C15H20O7
Molecular Weight 312.31 g/mol
Exact Mass 312.12090297 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP -1.50
Atomic LogP (AlogP) -0.51
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2E,8S,10R,11S)-8,10,11-trihydroxy-6-(hydroxymethyl)-1,10-dimethyl-4,14-dioxatricyclo[9.2.1.03,7]tetradeca-2,6-dien-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9222 92.22%
Caco-2 - 0.5598 55.98%
Blood Brain Barrier + 0.5705 57.05%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7665 76.65%
OATP2B1 inhibitior - 0.8562 85.62%
OATP1B1 inhibitior + 0.9099 90.99%
OATP1B3 inhibitior + 0.9347 93.47%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.8658 86.58%
P-glycoprotein inhibitior - 0.9138 91.38%
P-glycoprotein substrate - 0.7790 77.90%
CYP3A4 substrate + 0.5872 58.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8722 87.22%
CYP3A4 inhibition - 0.8685 86.85%
CYP2C9 inhibition - 0.8663 86.63%
CYP2C19 inhibition - 0.9014 90.14%
CYP2D6 inhibition - 0.9356 93.56%
CYP1A2 inhibition - 0.8018 80.18%
CYP2C8 inhibition - 0.7998 79.98%
CYP inhibitory promiscuity - 0.9626 96.26%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4608 46.08%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9260 92.60%
Skin irritation + 0.5300 53.00%
Skin corrosion - 0.9375 93.75%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6698 66.98%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.5405 54.05%
skin sensitisation - 0.9080 90.80%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.7309 73.09%
Acute Oral Toxicity (c) III 0.5176 51.76%
Estrogen receptor binding + 0.7107 71.07%
Androgen receptor binding + 0.6145 61.45%
Thyroid receptor binding + 0.6740 67.40%
Glucocorticoid receptor binding + 0.6477 64.77%
Aromatase binding + 0.5366 53.66%
PPAR gamma + 0.5436 54.36%
Honey bee toxicity - 0.9337 93.37%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9138 91.38%

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
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.21% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.00% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.93% 96.09%
CHEMBL2581 P07339 Cathepsin D 91.83% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.09% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.57% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.37% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.04% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.02% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.36% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.75% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 82.62% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.01% 100.00%

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.
Pseudelephantopus spicatus

Cross-Links

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PubChem 163186209
LOTUS LTS0244037
wikiData Q104978364