PlantaeDB Logo
Login Sign-up

1-[5-[[5-[[5-[4,5-Dihydroxy-6-[[5-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]-2-(hydroxymethyl)oxan-3-yl]oxy-2,5-dihydrofuran-2-yl]oxy]-2,5-dihydrofuran-2-yl]oxy]-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7-dihydroxy-7-methyl-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-carbaldehyde

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 4e6ec27d-02b5-4c97-9923-b90d32a904e3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name 1-[5-[[5-[[5-[4,5-dihydroxy-6-[[5-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]-2-(hydroxymethyl)oxan-3-yl]oxy-2,5-dihydrofuran-2-yl]oxy]-2,5-dihydrofuran-2-yl]oxy]-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7-dihydroxy-7-methyl-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-carbaldehyde
SMILES (Canonical) CC1(CCC2(C1C(OC=C2C=O)OC3C(C(C(C(O3)CO)OC4C=CC(O4)OC5C=CC(O5)OC6C(OC(C(C6O)O)OC7C8C(C=CO7)C(C=C8CO)O)CO)O)O)O)O
SMILES (Isomeric) CC1(CCC2(C1C(OC=C2C=O)OC3C(C(C(C(O3)CO)OC4C=CC(O4)OC5C=CC(O5)OC6C(OC(C(C6O)O)OC7C8C(C=CO7)C(C=C8CO)O)CO)O)O)O)O
InChI InChI=1S/C39H52O22/c1-38(49)7-8-39(50)17(12-41)15-52-37(33(38)39)61-36-30(48)28(46)32(21(14-43)54-36)59-25-5-3-23(57-25)55-22-2-4-24(56-22)58-31-20(13-42)53-35(29(47)27(31)45)60-34-26-16(11-40)10-19(44)18(26)6-9-51-34/h2-6,9-10,12,15,18-37,40,42-50H,7-8,11,13-14H2,1H3
InChI Key SPDUDIJWFGNDGU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C39H52O22
Molecular Weight 872.80 g/mol
Exact Mass 872.29502328 g/mol
Topological Polar Surface Area (TPSA) 321.00 Ų
XlogP -5.30
Atomic LogP (AlogP) -4.11
H-Bond Acceptor 22
H-Bond Donor 10
Rotatable Bonds 14

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 1-[5-[[5-[[5-[4,5-Dihydroxy-6-[[5-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]-2-(hydroxymethyl)oxan-3-yl]oxy-2,5-dihydrofuran-2-yl]oxy]-2,5-dihydrofuran-2-yl]oxy]-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7-dihydroxy-7-methyl-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-carbaldehyde

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7318 73.18%
Caco-2 - 0.8742 87.42%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7327 73.27%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8021 80.21%
OATP1B3 inhibitior + 0.9380 93.80%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.5563 55.63%
P-glycoprotein inhibitior + 0.7157 71.57%
P-glycoprotein substrate + 0.5461 54.61%
CYP3A4 substrate + 0.7023 70.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8559 85.59%
CYP3A4 inhibition - 0.9394 93.94%
CYP2C9 inhibition - 0.8898 88.98%
CYP2C19 inhibition - 0.8892 88.92%
CYP2D6 inhibition - 0.9080 90.80%
CYP1A2 inhibition - 0.8671 86.71%
CYP2C8 inhibition + 0.5709 57.09%
CYP inhibitory promiscuity - 0.8768 87.68%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5648 56.48%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9063 90.63%
Skin irritation - 0.6026 60.26%
Skin corrosion - 0.9265 92.65%
Ames mutagenesis - 0.5837 58.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7791 77.91%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6876 68.76%
skin sensitisation - 0.8910 89.10%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.5911 59.11%
Acute Oral Toxicity (c) III 0.4111 41.11%
Estrogen receptor binding + 0.7955 79.55%
Androgen receptor binding + 0.7188 71.88%
Thyroid receptor binding + 0.5678 56.78%
Glucocorticoid receptor binding + 0.6665 66.65%
Aromatase binding + 0.5286 52.86%
PPAR gamma + 0.7697 76.97%
Honey bee toxicity - 0.6861 68.61%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7155 71.55%
Fish aquatic toxicity + 0.7298 72.98%

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
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.38% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.38% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.63% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.23% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.10% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.14% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.10% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.81% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.67% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.08% 86.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.08% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.93% 95.89%
CHEMBL2581 P07339 Cathepsin D 82.91% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 81.45% 94.73%
CHEMBL226 P30542 Adenosine A1 receptor 80.80% 95.93%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.59% 100.00%
CHEMBL220 P22303 Acetylcholinesterase 80.20% 94.45%

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.
Pedicularis longiflora

Cross-Links

Top
PubChem 162964162
LOTUS LTS0078820
wikiData Q105257378