2,13-Dihydroxy-5-(hydroxymethyl)-2,11,12-trimethyl-7,17-dioxapentacyclo[10.3.1.13,15.05,15.08,13]heptadec-1(16)-en-6-one

Details

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Internal ID d3dcc41e-38ae-497c-9d5f-cbcd5bd79276
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name 2,13-dihydroxy-5-(hydroxymethyl)-2,11,12-trimethyl-7,17-dioxapentacyclo[10.3.1.13,15.05,15.08,13]heptadec-1(16)-en-6-one
SMILES (Canonical) CC1CCC2C3(C1(C=C4C(C5CC(C4(C3)O5)(C(=O)O2)CO)(C)O)C)O
SMILES (Isomeric) CC1CCC2C3(C1(C=C4C(C5CC(C4(C3)O5)(C(=O)O2)CO)(C)O)C)O
InChI InChI=1S/C19H26O6/c1-10-4-5-12-18(23)8-19-11(6-15(10,18)2)16(3,22)13(25-19)7-17(19,9-20)14(21)24-12/h6,10,12-13,20,22-23H,4-5,7-9H2,1-3H3
InChI Key GWMKYPYHYJQGBX-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H26O6
Molecular Weight 350.40 g/mol
Exact Mass 350.17293854 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 0.10
Atomic LogP (AlogP) 0.68
H-Bond Acceptor 6
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 2,13-Dihydroxy-5-(hydroxymethyl)-2,11,12-trimethyl-7,17-dioxapentacyclo[10.3.1.13,15.05,15.08,13]heptadec-1(16)-en-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9851 98.51%
Caco-2 + 0.6750 67.50%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.7884 78.84%
OATP2B1 inhibitior - 0.8609 86.09%
OATP1B1 inhibitior + 0.8913 89.13%
OATP1B3 inhibitior + 0.9481 94.81%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior + 0.5398 53.98%
BSEP inhibitior - 0.8075 80.75%
P-glycoprotein inhibitior - 0.8488 84.88%
P-glycoprotein substrate - 0.6382 63.82%
CYP3A4 substrate + 0.5998 59.98%
CYP2C9 substrate - 0.5891 58.91%
CYP2D6 substrate - 0.8371 83.71%
CYP3A4 inhibition - 0.6920 69.20%
CYP2C9 inhibition - 0.8488 84.88%
CYP2C19 inhibition - 0.9105 91.05%
CYP2D6 inhibition - 0.9543 95.43%
CYP1A2 inhibition - 0.8811 88.11%
CYP2C8 inhibition - 0.7989 79.89%
CYP inhibitory promiscuity - 0.9165 91.65%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Danger 0.5703 57.03%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9343 93.43%
Skin irritation + 0.6964 69.64%
Skin corrosion - 0.9400 94.00%
Ames mutagenesis - 0.5370 53.70%
Human Ether-a-go-go-Related Gene inhibition - 0.6855 68.55%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.6567 65.67%
skin sensitisation - 0.9208 92.08%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.6839 68.39%
Acute Oral Toxicity (c) III 0.6181 61.81%
Estrogen receptor binding + 0.7968 79.68%
Androgen receptor binding + 0.7134 71.34%
Thyroid receptor binding + 0.7534 75.34%
Glucocorticoid receptor binding + 0.6730 67.30%
Aromatase binding + 0.6275 62.75%
PPAR gamma - 0.6587 65.87%
Honey bee toxicity - 0.8596 85.96%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9748 97.48%

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 94.64% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.64% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.17% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.34% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.48% 96.61%
CHEMBL2581 P07339 Cathepsin D 87.36% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.74% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.42% 95.56%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.31% 94.80%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.08% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.20% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.97% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 81.08% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.40% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.30% 95.89%

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.
Ligularia veitchiana

Cross-Links

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PubChem 163002487
LOTUS LTS0244100
wikiData Q105022525