PlantaeDB Logo
Login Sign-up

5-Demethylovalicin

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 1075ec10-9a11-4851-b2d0-264d9f925832
Taxonomy Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
IUPAC Name (3S,4R,5S)-4,5-dihydroxy-4-[(2S,3R)-2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-one
SMILES (Canonical) CC(=CCC1C(O1)(C)C2(C(C(=O)CCC23CO3)O)O)C
SMILES (Isomeric) CC(=CC[C@@H]1[C@@](O1)(C)[C@]2([C@@H](C(=O)CC[C@]23CO3)O)O)C
InChI InChI=1S/C15H22O5/c1-9(2)4-5-11-13(3,20-11)15(18)12(17)10(16)6-7-14(15)8-19-14/h4,11-12,17-18H,5-8H2,1-3H3/t11-,12-,13+,14+,15+/m1/s1
InChI Key PCNIYGYCVFRRRE-MRLBHPIUSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C15H22O5
Molecular Weight 282.33 g/mol
Exact Mass 282.14672380 g/mol
Topological Polar Surface Area (TPSA) 82.60 Ų
XlogP 0.10
Atomic LogP (AlogP) 0.72
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

Top
(3S,4R,5S)-4,5-Dihydroxy-4-[(2S,3R)-2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-one

2D Structure

Top
2D Structure of 5-Demethylovalicin

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9439 94.39%
Caco-2 + 0.5635 56.35%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.8752 87.52%
OATP2B1 inhibitior - 0.8546 85.46%
OATP1B1 inhibitior + 0.8997 89.97%
OATP1B3 inhibitior + 0.9307 93.07%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.6722 67.22%
P-glycoprotein inhibitior - 0.8696 86.96%
P-glycoprotein substrate - 0.7871 78.71%
CYP3A4 substrate + 0.5703 57.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8155 81.55%
CYP3A4 inhibition - 0.9399 93.99%
CYP2C9 inhibition - 0.7778 77.78%
CYP2C19 inhibition - 0.8222 82.22%
CYP2D6 inhibition - 0.9285 92.85%
CYP1A2 inhibition - 0.8084 80.84%
CYP2C8 inhibition - 0.8539 85.39%
CYP inhibitory promiscuity - 0.9437 94.37%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6138 61.38%
Eye corrosion - 0.9851 98.51%
Eye irritation - 0.9412 94.12%
Skin irritation - 0.6614 66.14%
Skin corrosion - 0.9443 94.43%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6090 60.90%
Micronuclear - 0.6800 68.00%
Hepatotoxicity + 0.5828 58.28%
skin sensitisation - 0.7429 74.29%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity + 0.6478 64.78%
Acute Oral Toxicity (c) III 0.5367 53.67%
Estrogen receptor binding + 0.7913 79.13%
Androgen receptor binding + 0.6372 63.72%
Thyroid receptor binding + 0.6026 60.26%
Glucocorticoid receptor binding + 0.5376 53.76%
Aromatase binding - 0.5310 53.10%
PPAR gamma + 0.6680 66.80%
Honey bee toxicity - 0.7956 79.56%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9417 94.17%

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 97.46% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.20% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.89% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.91% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.78% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.38% 100.00%
CHEMBL2581 P07339 Cathepsin D 89.37% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.88% 89.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.88% 97.28%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.08% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.87% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 81.79% 90.17%
CHEMBL230 P35354 Cyclooxygenase-2 80.83% 89.63%
CHEMBL1937 Q92769 Histone deacetylase 2 80.16% 94.75%

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 10039411
LOTUS LTS0253515
wikiData Q77371163