PlantaeDB Logo
Login Sign-up

6-Demethylgriseofulvin

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

Top
Internal ID 5ca95ad6-1235-4410-a820-f2c2c65953b8
Taxonomy Organoheterocyclic compounds > Benzofurans
IUPAC Name 7-chloro-6-hydroxy-3',4-dimethoxy-5'-methylspiro[1-benzofuran-2,4'-cyclohex-2-ene]-1',3-dione
SMILES (Canonical) CC1CC(=O)C=C(C12C(=O)C3=C(C=C(C(=C3O2)Cl)O)OC)OC
SMILES (Isomeric) CC1CC(=O)C=C(C12C(=O)C3=C(C=C(C(=C3O2)Cl)O)OC)OC
InChI InChI=1S/C16H15ClO6/c1-7-4-8(18)5-11(22-3)16(7)15(20)12-10(21-2)6-9(19)13(17)14(12)23-16/h5-7,19H,4H2,1-3H3
InChI Key SYNGDIBHUPXIQA-UHFFFAOYSA-N
Popularity 7 references in papers

Physical and Chemical Properties

Top
Molecular Formula C16H15ClO6
Molecular Weight 338.74 g/mol
Exact Mass 338.0557159 g/mol
Topological Polar Surface Area (TPSA) 82.10 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.51
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

Top
7-chloro-6-hydroxy-3',4-dimethoxy-5'-methylspiro[1-benzofuran-2,4'-cyclohex-2-ene]-1',3-dione
Spiro[benzofuran-2(3H),1'-[2]cyclohexene]-3,4'-dione, 7-chloro-6-hydroxy-2',4-dimethoxy-6'-methyl-, (1'S-trans)-
DTXSID30942222
SYNGDIBHUPXIQA-UHFFFAOYSA-N
PD143302
FT-0665721
A816609
7-chloranyl-3',4-dimethoxy-5'-methyl-6-oxidanyl-spiro[1-benzofuran-2,4'-cyclohex-2-ene]-1',3-dione
7-Chloro-6-hydroxy-2',4-dimethoxy-6'-methyl-3H-spiro[1-benzofuran-2,1'-cyclohex[2]ene]-3,4'-dione
7-chloro-6-hydroxy-2',4-dimethoxy-6'-methyl-3H-spiro[1-benzofuran-2,1'-cyclohexan]-2'-ene-3,4'-dione
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of 6-Demethylgriseofulvin

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9967 99.67%
Caco-2 + 0.8896 88.96%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.6857 68.57%
Subcellular localzation Mitochondria 0.6517 65.17%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9168 91.68%
OATP1B3 inhibitior + 0.9001 90.01%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.6441 64.41%
P-glycoprotein inhibitior - 0.8233 82.33%
P-glycoprotein substrate - 0.8006 80.06%
CYP3A4 substrate + 0.5415 54.15%
CYP2C9 substrate - 0.8539 85.39%
CYP2D6 substrate - 0.7939 79.39%
CYP3A4 inhibition + 0.5277 52.77%
CYP2C9 inhibition - 0.8861 88.61%
CYP2C19 inhibition - 0.9264 92.64%
CYP2D6 inhibition - 0.8996 89.96%
CYP1A2 inhibition - 0.9094 90.94%
CYP2C8 inhibition - 0.6336 63.36%
CYP inhibitory promiscuity + 0.6458 64.58%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8311 83.11%
Carcinogenicity (trinary) Danger 0.6877 68.77%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9647 96.47%
Skin irritation - 0.7475 74.75%
Skin corrosion - 0.9299 92.99%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5537 55.37%
Micronuclear - 0.5441 54.41%
Hepatotoxicity + 0.6500 65.00%
skin sensitisation - 0.7267 72.67%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.6861 68.61%
Acute Oral Toxicity (c) IV 0.5109 51.09%
Estrogen receptor binding + 0.8841 88.41%
Androgen receptor binding + 0.8504 85.04%
Thyroid receptor binding + 0.5220 52.20%
Glucocorticoid receptor binding + 0.7972 79.72%
Aromatase binding - 0.5164 51.64%
PPAR gamma + 0.7642 76.42%
Honey bee toxicity - 0.8056 80.56%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5751 57.51%
Fish aquatic toxicity + 0.9914 99.14%

Targets

Top

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 99.73% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.49% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.42% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.75% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.60% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.01% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.28% 94.00%
CHEMBL4208 P20618 Proteasome component C5 90.26% 90.00%
CHEMBL4040 P28482 MAP kinase ERK2 87.26% 83.82%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.23% 97.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.19% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.32% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.46% 99.15%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.75% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.70% 89.00%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 81.68% 86.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.56% 96.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.96% 96.95%
CHEMBL340 P08684 Cytochrome P450 3A4 80.42% 91.19%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 80.22% 93.40%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.15% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.13% 92.94%

Plants that contains it

Top
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.
There are no matching plants.

Cross-Links

Top
PubChem 161302
LOTUS LTS0130736
wikiData Q82919189