7-(hydroxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-5,6,7-triol

Details

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Internal ID 71cc8698-b799-4b9b-828b-177f20799f0a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name 7-(hydroxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-5,6,7-triol
SMILES (Canonical) C1=COC(C2C1C(C(C2(CO)O)O)O)OC3C(C(C(C(O3)CO)O)O)O
SMILES (Isomeric) C1=COC(C2C1C(C(C2(CO)O)O)O)OC3C(C(C(C(O3)CO)O)O)O
InChI InChI=1S/C15H24O11/c16-3-6-9(19)10(20)11(21)14(25-6)26-13-7-5(1-2-24-13)8(18)12(22)15(7,23)4-17/h1-2,5-14,16-23H,3-4H2
InChI Key KZZZOJWMRBMLKD-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C15H24O11
Molecular Weight 380.34 g/mol
Exact Mass 380.13186158 g/mol
Topological Polar Surface Area (TPSA) 190.00 Ų
XlogP -3.70
Atomic LogP (AlogP) -4.64
H-Bond Acceptor 11
H-Bond Donor 8
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7-(hydroxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-5,6,7-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7433 74.33%
Caco-2 - 0.8949 89.49%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.4864 48.64%
OATP2B1 inhibitior - 0.8596 85.96%
OATP1B1 inhibitior + 0.8614 86.14%
OATP1B3 inhibitior + 0.9606 96.06%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.9808 98.08%
P-glycoprotein inhibitior - 0.8718 87.18%
P-glycoprotein substrate - 0.9188 91.88%
CYP3A4 substrate + 0.5313 53.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8355 83.55%
CYP3A4 inhibition - 0.9562 95.62%
CYP2C9 inhibition - 0.9530 95.30%
CYP2C19 inhibition - 0.8275 82.75%
CYP2D6 inhibition - 0.9009 90.09%
CYP1A2 inhibition - 0.9211 92.11%
CYP2C8 inhibition - 0.7812 78.12%
CYP inhibitory promiscuity - 0.9008 90.08%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5947 59.47%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9764 97.64%
Skin irritation - 0.8217 82.17%
Skin corrosion - 0.9550 95.50%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5500 55.00%
Micronuclear - 0.7341 73.41%
Hepatotoxicity - 0.8625 86.25%
skin sensitisation - 0.8918 89.18%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity + 0.4945 49.45%
Acute Oral Toxicity (c) IV 0.3764 37.64%
Estrogen receptor binding - 0.7698 76.98%
Androgen receptor binding - 0.6304 63.04%
Thyroid receptor binding - 0.5097 50.97%
Glucocorticoid receptor binding - 0.7503 75.03%
Aromatase binding + 0.6465 64.65%
PPAR gamma + 0.6716 67.16%
Honey bee toxicity - 0.7674 76.74%
Biodegradation - 0.5750 57.50%
Crustacea aquatic toxicity - 0.7050 70.50%
Fish aquatic toxicity - 0.7510 75.10%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.72% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.36% 96.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.47% 86.92%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.25% 94.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.10% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.69% 94.00%
CHEMBL4040 P28482 MAP kinase ERK2 80.58% 83.82%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.56% 89.67%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.43% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.41% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 80.30% 95.93%

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.
Paulownia tomentosa
Scutellaria albida

Cross-Links

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PubChem 14447032
LOTUS LTS0192305
wikiData Q104402648