(1R,3S,5S,6R,7S,8R,10R,12S,13R,14R)-6,7,13,14-tetrahydroxy-12-methyl-2,4,9,11-tetraoxatricyclo[8.4.0.03,8]tetradecane-5-carboxylic acid

Details

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Internal ID e98c4f0d-fad0-4ec4-82ab-7d3d6ee07d43
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Sugar acids and derivatives > Glucuronic acid derivatives
IUPAC Name (1R,3S,5S,6R,7S,8R,10R,12S,13R,14R)-6,7,13,14-tetrahydroxy-12-methyl-2,4,9,11-tetraoxatricyclo[8.4.0.03,8]tetradecane-5-carboxylic acid
SMILES (Canonical) CC1C(C(C2C(O1)OC3C(C(C(OC3O2)C(=O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@@H]2[C@H](O1)O[C@@H]3[C@H]([C@H]([C@H](O[C@@H]3O2)C(=O)O)O)O)O)O
InChI InChI=1S/C12H18O10/c1-2-3(13)4(14)8-11(19-2)21-9-6(16)5(15)7(10(17)18)20-12(9)22-8/h2-9,11-16H,1H3,(H,17,18)/t2-,3-,4+,5+,6-,7-,8+,9+,11+,12+/m0/s1
InChI Key GPNBVTXKEGZPLX-NFBQDZRMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C12H18O10
Molecular Weight 322.26 g/mol
Exact Mass 322.08999677 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP -2.40
Atomic LogP (AlogP) -3.23
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3S,5S,6R,7S,8R,10R,12S,13R,14R)-6,7,13,14-tetrahydroxy-12-methyl-2,4,9,11-tetraoxatricyclo[8.4.0.03,8]tetradecane-5-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 + 0.6613 66.13%
Caco-2 - 0.9016 90.16%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.5794 57.94%
OATP2B1 inhibitior - 0.8578 85.78%
OATP1B1 inhibitior + 0.9131 91.31%
OATP1B3 inhibitior + 0.9754 97.54%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.9686 96.86%
P-glycoprotein inhibitior - 0.9199 91.99%
P-glycoprotein substrate - 0.9537 95.37%
CYP3A4 substrate - 0.6221 62.21%
CYP2C9 substrate - 0.8154 81.54%
CYP2D6 substrate - 0.8779 87.79%
CYP3A4 inhibition - 0.7879 78.79%
CYP2C9 inhibition - 0.9771 97.71%
CYP2C19 inhibition - 0.9695 96.95%
CYP2D6 inhibition - 0.9640 96.40%
CYP1A2 inhibition - 0.7245 72.45%
CYP2C8 inhibition - 0.9589 95.89%
CYP inhibitory promiscuity - 0.9321 93.21%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6321 63.21%
Eye corrosion - 0.9724 97.24%
Eye irritation - 0.9334 93.34%
Skin irritation - 0.5257 52.57%
Skin corrosion - 0.8939 89.39%
Ames mutagenesis - 0.5347 53.47%
Human Ether-a-go-go-Related Gene inhibition - 0.6339 63.39%
Micronuclear + 0.6500 65.00%
Hepatotoxicity + 0.5585 55.85%
skin sensitisation - 0.8933 89.33%
Respiratory toxicity - 0.6778 67.78%
Reproductive toxicity - 0.5000 50.00%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.7257 72.57%
Acute Oral Toxicity (c) IV 0.4755 47.55%
Estrogen receptor binding - 0.6999 69.99%
Androgen receptor binding - 0.6985 69.85%
Thyroid receptor binding - 0.5267 52.67%
Glucocorticoid receptor binding - 0.7404 74.04%
Aromatase binding - 0.5071 50.71%
PPAR gamma + 0.5820 58.20%
Honey bee toxicity - 0.8975 89.75%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7700 77.00%
Fish aquatic toxicity - 0.5502 55.02%

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
CHEMBL1951 P21397 Monoamine oxidase A 84.12% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.28% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 81.08% 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.
Althaea officinalis

Cross-Links

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PubChem 162953603
LOTUS LTS0206771
wikiData Q105015010