rabdoloxin A

Details

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Internal ID 8158cfbd-4548-4475-b8c9-a4d9555c15b1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name (1R,2R,4S,5S,9R,10S,12R,13S,16R)-2,12,16-trihydroxy-5-(hydroxymethyl)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-11,15-dione
SMILES (Canonical) CC1(CCCC2(C1CC(C34C2C(=O)C(C(C3O)C(=C)C4=O)O)O)C)CO
SMILES (Isomeric) C[C@@]1(CCC[C@@]2([C@@H]1C[C@H]([C@]34[C@H]2C(=O)[C@@H]([C@H]([C@H]3O)C(=C)C4=O)O)O)C)CO
InChI InChI=1S/C20H28O6/c1-9-12-13(23)14(24)15-19(3)6-4-5-18(2,8-21)10(19)7-11(22)20(15,16(9)25)17(12)26/h10-13,15,17,21-23,26H,1,4-8H2,2-3H3/t10-,11-,12-,13-,15+,17-,18-,19-,20-/m1/s1
InChI Key RAYXYTDTYUFFJV-OMNYJYFXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H28O6
Molecular Weight 364.40 g/mol
Exact Mass 364.18858861 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 0.22
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 1

Synonyms

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CHEMBL549680

2D Structure

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2D Structure of rabdoloxin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9732 97.32%
Caco-2 - 0.6641 66.41%
Blood Brain Barrier + 0.8738 87.38%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7067 70.67%
OATP2B1 inhibitior - 0.8600 86.00%
OATP1B1 inhibitior + 0.8261 82.61%
OATP1B3 inhibitior + 0.9627 96.27%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5514 55.14%
BSEP inhibitior - 0.9109 91.09%
P-glycoprotein inhibitior - 0.7962 79.62%
P-glycoprotein substrate - 0.7827 78.27%
CYP3A4 substrate + 0.5877 58.77%
CYP2C9 substrate - 0.8030 80.30%
CYP2D6 substrate - 0.8391 83.91%
CYP3A4 inhibition - 0.8740 87.40%
CYP2C9 inhibition - 0.7917 79.17%
CYP2C19 inhibition - 0.8911 89.11%
CYP2D6 inhibition - 0.9363 93.63%
CYP1A2 inhibition - 0.9232 92.32%
CYP2C8 inhibition - 0.7629 76.29%
CYP inhibitory promiscuity - 0.9213 92.13%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7520 75.20%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9227 92.27%
Skin irritation + 0.5271 52.71%
Skin corrosion - 0.9437 94.37%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5694 56.94%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.5824 58.24%
skin sensitisation - 0.9114 91.14%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity + 0.5342 53.42%
Acute Oral Toxicity (c) III 0.6801 68.01%
Estrogen receptor binding + 0.7916 79.16%
Androgen receptor binding + 0.6060 60.60%
Thyroid receptor binding + 0.6206 62.06%
Glucocorticoid receptor binding + 0.6312 63.12%
Aromatase binding + 0.6452 64.52%
PPAR gamma - 0.5581 55.81%
Honey bee toxicity - 0.8469 84.69%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9894 98.94%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.33% 97.25%
CHEMBL2581 P07339 Cathepsin D 91.13% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.10% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.38% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.14% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.98% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.29% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.45% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.83% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.12% 93.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.88% 86.33%

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.
Isodon leucophyllus
Isodon loxothyrsus
Isodon phyllostachys
Isodon scoparius

Cross-Links

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PubChem 45271373
LOTUS LTS0169164
wikiData Q105232969