3-Hydroxy-6-methyl-11-propan-2-yl-5-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-9-oxatricyclo[6.2.1.02,6]undec-4-ene-7,10-dione

Details

Top
Internal ID ca566b2c-2b0c-4fed-bbf2-da4dcafd8f35
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name 3-hydroxy-6-methyl-11-propan-2-yl-5-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-9-oxatricyclo[6.2.1.02,6]undec-4-ene-7,10-dione
SMILES (Canonical) CC(C)C1C2C3C(C=C(C3(C(=O)C1OC2=O)C)COC4C(C(C(C(O4)CO)O)O)O)O
SMILES (Isomeric) CC(C)C1C2C3C(C=C(C3(C(=O)C1OC2=O)C)COC4C(C(C(C(O4)CO)O)O)O)O
InChI InChI=1S/C21H30O10/c1-7(2)11-12-13-9(23)4-8(21(13,3)18(27)17(11)31-19(12)28)6-29-20-16(26)15(25)14(24)10(5-22)30-20/h4,7,9-17,20,22-26H,5-6H2,1-3H3
InChI Key CDTSTQAKLPDXDZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C21H30O10
Molecular Weight 442.50 g/mol
Exact Mass 442.18389715 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP -1.50
Atomic LogP (AlogP) -1.88
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 3-Hydroxy-6-methyl-11-propan-2-yl-5-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-9-oxatricyclo[6.2.1.02,6]undec-4-ene-7,10-dione

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7298 72.98%
Caco-2 - 0.8630 86.30%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7602 76.02%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8523 85.23%
OATP1B3 inhibitior + 0.9187 91.87%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.9099 90.99%
P-glycoprotein inhibitior - 0.7514 75.14%
P-glycoprotein substrate - 0.7276 72.76%
CYP3A4 substrate + 0.6276 62.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8889 88.89%
CYP3A4 inhibition - 0.9535 95.35%
CYP2C9 inhibition - 0.8392 83.92%
CYP2C19 inhibition - 0.8483 84.83%
CYP2D6 inhibition - 0.9232 92.32%
CYP1A2 inhibition - 0.8867 88.67%
CYP2C8 inhibition - 0.7659 76.59%
CYP inhibitory promiscuity - 0.7987 79.87%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6481 64.81%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.9589 95.89%
Skin irritation - 0.7236 72.36%
Skin corrosion - 0.9333 93.33%
Ames mutagenesis - 0.5191 51.91%
Human Ether-a-go-go-Related Gene inhibition - 0.6907 69.07%
Micronuclear - 0.7341 73.41%
Hepatotoxicity - 0.7448 74.48%
skin sensitisation - 0.8351 83.51%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.7958 79.58%
Acute Oral Toxicity (c) III 0.5354 53.54%
Estrogen receptor binding + 0.5632 56.32%
Androgen receptor binding + 0.5445 54.45%
Thyroid receptor binding - 0.5316 53.16%
Glucocorticoid receptor binding - 0.4822 48.22%
Aromatase binding + 0.5511 55.11%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.7126 71.26%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6750 67.50%
Fish aquatic toxicity + 0.8897 88.97%

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 97.78% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.86% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.75% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.21% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.05% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.02% 97.25%
CHEMBL3401 O75469 Pregnane X receptor 90.48% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.95% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.89% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.81% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.99% 93.56%
CHEMBL5255 O00206 Toll-like receptor 4 80.31% 92.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.20% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.11% 94.00%

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.
Picrodendron baccatum

Cross-Links

Top
PubChem 73821870
LOTUS LTS0015074
wikiData Q104955196