5-Deoxypulchelloside I

Details

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Internal ID 5f1afeab-7441-460b-b0be-b36d657c2769
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name methyl (1S,4aS,5S,6R,7S,7aR)-5,6-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
SMILES (Canonical) CC1C2C(C(C1O)O)C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)OC
SMILES (Isomeric) C[C@H]1[C@@H]2[C@H]([C@@H]([C@@H]1O)O)C(=CO[C@H]2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C(=O)OC
InChI InChI=1S/C17H26O11/c1-5-8-9(12(21)10(5)19)6(15(24)25-2)4-26-16(8)28-17-14(23)13(22)11(20)7(3-18)27-17/h4-5,7-14,16-23H,3H2,1-2H3/t5-,7+,8+,9+,10+,11+,12-,13-,14+,16-,17-/m0/s1
InChI Key QDEYKGKBMCIYCT-FNUQUBLCSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C17H26O11
Molecular Weight 406.40 g/mol
Exact Mass 406.14751164 g/mol
Topological Polar Surface Area (TPSA) 175.00 Ų
XlogP -2.40
Atomic LogP (AlogP) -3.18
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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HY-N12203
CS-0894502
methyl (1S,4aS,5S,6R,7S,7aR)-5,6-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate

2D Structure

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2D Structure of 5-Deoxypulchelloside I

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5789 57.89%
Caco-2 - 0.8625 86.25%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6858 68.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3186 31.86%
OATP1B3 inhibitior + 0.9601 96.01%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.9238 92.38%
P-glycoprotein inhibitior - 0.8633 86.33%
P-glycoprotein substrate - 0.8362 83.62%
CYP3A4 substrate + 0.5643 56.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8736 87.36%
CYP3A4 inhibition - 0.8900 89.00%
CYP2C9 inhibition - 0.9190 91.90%
CYP2C19 inhibition - 0.8705 87.05%
CYP2D6 inhibition - 0.8892 88.92%
CYP1A2 inhibition - 0.8992 89.92%
CYP2C8 inhibition - 0.7422 74.22%
CYP inhibitory promiscuity - 0.6928 69.28%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7134 71.34%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9568 95.68%
Skin irritation - 0.7853 78.53%
Skin corrosion - 0.9598 95.98%
Ames mutagenesis - 0.5891 58.91%
Human Ether-a-go-go-Related Gene inhibition - 0.5783 57.83%
Micronuclear - 0.6641 66.41%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.8808 88.08%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity + 0.5235 52.35%
Acute Oral Toxicity (c) III 0.4966 49.66%
Estrogen receptor binding - 0.5088 50.88%
Androgen receptor binding - 0.6297 62.97%
Thyroid receptor binding - 0.5441 54.41%
Glucocorticoid receptor binding - 0.6650 66.50%
Aromatase binding - 0.5607 56.07%
PPAR gamma - 0.6130 61.30%
Honey bee toxicity - 0.8723 87.23%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.8200 82.00%
Fish aquatic toxicity - 0.5356 53.56%

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 96.34% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 91.80% 94.73%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.02% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.45% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.15% 99.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.27% 86.92%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.30% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 82.24% 92.50%
CHEMBL2581 P07339 Cathepsin D 80.05% 98.95%

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.
Citharexylum caudatum
Citharexylum spinosum
Pedicularis spicata
Phlomis rigida

Cross-Links

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PubChem 11486568
LOTUS LTS0274071
wikiData Q104397628