2beta,6beta,16alpha,17-Tetrahydroxy-entkaurane

Details

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Internal ID d75f406c-4b80-4ff0-b673-b963fbbe3bd2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name (1R,3R,4R,7R,9S,10R,13R,14R)-14-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-3,7,14-triol
SMILES (Canonical) CC1(CC(CC2(C1C(CC34C2CCC(C3)C(C4)(CO)O)O)C)O)C
SMILES (Isomeric) C[C@@]12C[C@@H](CC([C@H]1[C@@H](C[C@]34[C@H]2CC[C@H](C3)[C@](C4)(CO)O)O)(C)C)O
InChI InChI=1S/C20H34O4/c1-17(2)7-13(22)8-18(3)15-5-4-12-6-19(15,9-14(23)16(17)18)10-20(12,24)11-21/h12-16,21-24H,4-11H2,1-3H3/t12-,13-,14-,15+,16-,18+,19-,20+/m1/s1
InChI Key KNCLQQIOJPEOIX-NHIWDXHTSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H34O4
Molecular Weight 338.50 g/mol
Exact Mass 338.24570956 g/mol
Topological Polar Surface Area (TPSA) 80.90 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.08
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 1

Synonyms

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2beta,6beta,16alpha,17-tetrahydroxy-entkaurane

2D Structure

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2D Structure of 2beta,6beta,16alpha,17-Tetrahydroxy-entkaurane

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9795 97.95%
Caco-2 - 0.5887 58.87%
Blood Brain Barrier + 0.5135 51.35%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.5950 59.50%
OATP2B1 inhibitior - 0.8558 85.58%
OATP1B1 inhibitior + 0.9141 91.41%
OATP1B3 inhibitior + 0.9336 93.36%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7583 75.83%
BSEP inhibitior - 0.8546 85.46%
P-glycoprotein inhibitior - 0.9010 90.10%
P-glycoprotein substrate - 0.6310 63.10%
CYP3A4 substrate + 0.6301 63.01%
CYP2C9 substrate + 0.5973 59.73%
CYP2D6 substrate - 0.7662 76.62%
CYP3A4 inhibition - 0.8653 86.53%
CYP2C9 inhibition - 0.7727 77.27%
CYP2C19 inhibition - 0.8605 86.05%
CYP2D6 inhibition - 0.9607 96.07%
CYP1A2 inhibition - 0.7987 79.87%
CYP2C8 inhibition - 0.7801 78.01%
CYP inhibitory promiscuity - 0.9528 95.28%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.7690 76.90%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.8969 89.69%
Skin irritation - 0.6634 66.34%
Skin corrosion - 0.9625 96.25%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6487 64.87%
Micronuclear - 0.9700 97.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.7900 79.00%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.5748 57.48%
Acute Oral Toxicity (c) III 0.6850 68.50%
Estrogen receptor binding + 0.8041 80.41%
Androgen receptor binding + 0.5263 52.63%
Thyroid receptor binding + 0.5975 59.75%
Glucocorticoid receptor binding + 0.7838 78.38%
Aromatase binding + 0.7069 70.69%
PPAR gamma - 0.6676 66.76%
Honey bee toxicity - 0.8688 86.88%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.8961 89.61%

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
CHEMBL4040 P28482 MAP kinase ERK2 94.55% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.19% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.87% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.67% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.50% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 88.41% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.37% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 84.85% 90.17%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 83.32% 100.00%
CHEMBL2581 P07339 Cathepsin D 83.00% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.33% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.09% 92.94%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.37% 82.69%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 80.02% 87.16%

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.
Pteris multifida
Swietenia mahagoni

Cross-Links

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PubChem 24800717
NPASS NPC153719
LOTUS LTS0026159
wikiData Q105143330