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7-hydroxy-7-methyl-1-[3,4,5-trihydroxy-6-[(8-hydroxy-2,6-dimethyloct-2-enoyl)oxymethyl]oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylic acid

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

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Internal ID 4e3244d8-e8f6-4998-96be-21ccb9e93120
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name 7-hydroxy-7-methyl-1-[3,4,5-trihydroxy-6-[(8-hydroxy-2,6-dimethyloct-2-enoyl)oxymethyl]oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylic acid
SMILES (Canonical) CC(CCC=C(C)C(=O)OCC1C(C(C(C(O1)OC2C3C(CCC3(C)O)C(=CO2)C(=O)O)O)O)O)CCO
SMILES (Isomeric) CC(CCC=C(C)C(=O)OCC1C(C(C(C(O1)OC2C3C(CCC3(C)O)C(=CO2)C(=O)O)O)O)O)CCO
InChI InChI=1S/C26H40O12/c1-13(8-10-27)5-4-6-14(2)23(33)35-12-17-19(28)20(29)21(30)25(37-17)38-24-18-15(7-9-26(18,3)34)16(11-36-24)22(31)32/h6,11,13,15,17-21,24-25,27-30,34H,4-5,7-10,12H2,1-3H3,(H,31,32)
InChI Key NCHUIUBVZLLXAJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H40O12
Molecular Weight 544.60 g/mol
Exact Mass 544.25197671 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 0.20
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7-hydroxy-7-methyl-1-[3,4,5-trihydroxy-6-[(8-hydroxy-2,6-dimethyloct-2-enoyl)oxymethyl]oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6790 67.90%
Caco-2 - 0.8562 85.62%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8033 80.33%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7577 75.77%
OATP1B3 inhibitior + 0.8903 89.03%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5798 57.98%
BSEP inhibitior - 0.5388 53.88%
P-glycoprotein inhibitior - 0.5082 50.82%
P-glycoprotein substrate - 0.5554 55.54%
CYP3A4 substrate + 0.6845 68.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8930 89.30%
CYP3A4 inhibition - 0.8984 89.84%
CYP2C9 inhibition - 0.9204 92.04%
CYP2C19 inhibition - 0.9387 93.87%
CYP2D6 inhibition - 0.9545 95.45%
CYP1A2 inhibition - 0.9218 92.18%
CYP2C8 inhibition + 0.5072 50.72%
CYP inhibitory promiscuity - 0.9671 96.71%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6448 64.48%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9363 93.63%
Skin irritation + 0.5261 52.61%
Skin corrosion - 0.9451 94.51%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3845 38.45%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.6216 62.16%
skin sensitisation - 0.9328 93.28%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7018 70.18%
Acute Oral Toxicity (c) I 0.5806 58.06%
Estrogen receptor binding + 0.7487 74.87%
Androgen receptor binding + 0.5578 55.78%
Thyroid receptor binding - 0.6163 61.63%
Glucocorticoid receptor binding + 0.6520 65.20%
Aromatase binding + 0.6568 65.68%
PPAR gamma - 0.5608 56.08%
Honey bee toxicity - 0.7904 79.04%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity + 0.9442 94.42%

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 97.85% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.42% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.87% 91.11%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 92.70% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 91.17% 94.08%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.72% 96.61%
CHEMBL4227 P25090 Lipoxin A4 receptor 89.58% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.36% 93.00%
CHEMBL5255 O00206 Toll-like receptor 4 89.23% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.19% 89.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 89.03% 94.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.37% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.93% 95.89%
CHEMBL2581 P07339 Cathepsin D 87.35% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.62% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 86.46% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.42% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.39% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.30% 93.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.67% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.07% 86.33%
CHEMBL5028 O14672 ADAM10 81.85% 97.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.25% 96.00%
CHEMBL1937 Q92769 Histone deacetylase 2 81.09% 94.75%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.03% 96.47%
CHEMBL3401 O75469 Pregnane X receptor 80.34% 94.73%

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.
Vitex agnus-castus

Cross-Links

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PubChem 75614533
LOTUS LTS0036575
wikiData Q105177201