(4aS,10aS)-5,6,8-trihydroxy-1,1,4a-trimethyl-7-propan-2-yl-2,3,4,10a-tetrahydrophenanthrene-9,10-dione

Details

Top
Internal ID 4312888c-a689-4d5b-87de-1c9fd45b6f0a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (4aS,10aS)-5,6,8-trihydroxy-1,1,4a-trimethyl-7-propan-2-yl-2,3,4,10a-tetrahydrophenanthrene-9,10-dione
SMILES (Canonical) CC(C)C1=C(C2=C(C(=C1O)O)C3(CCCC(C3C(=O)C2=O)(C)C)C)O
SMILES (Isomeric) CC(C)C1=C(C2=C(C(=C1O)O)[C@]3(CCCC([C@@H]3C(=O)C2=O)(C)C)C)O
InChI InChI=1S/C20H26O5/c1-9(2)10-13(21)11-12(16(24)14(10)22)20(5)8-6-7-19(3,4)18(20)17(25)15(11)23/h9,18,21-22,24H,6-8H2,1-5H3/t18-,20+/m0/s1
InChI Key BOJAIXICOJBWOB-AZUAARDMSA-N
Popularity 3 references in papers

Physical and Chemical Properties

Top
Molecular Formula C20H26O5
Molecular Weight 346.40 g/mol
Exact Mass 346.17802393 g/mol
Topological Polar Surface Area (TPSA) 94.80 Ų
XlogP 4.80
Atomic LogP (AlogP) 3.78
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

Top
AKOS004901857

2D Structure

Top
2D Structure of (4aS,10aS)-5,6,8-trihydroxy-1,1,4a-trimethyl-7-propan-2-yl-2,3,4,10a-tetrahydrophenanthrene-9,10-dione

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9628 96.28%
Caco-2 + 0.5673 56.73%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7625 76.25%
OATP2B1 inhibitior - 0.8553 85.53%
OATP1B1 inhibitior + 0.8322 83.22%
OATP1B3 inhibitior + 0.9296 92.96%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.8979 89.79%
P-glycoprotein inhibitior - 0.8459 84.59%
P-glycoprotein substrate - 0.8592 85.92%
CYP3A4 substrate + 0.5606 56.06%
CYP2C9 substrate - 0.5918 59.18%
CYP2D6 substrate - 0.8265 82.65%
CYP3A4 inhibition - 0.8456 84.56%
CYP2C9 inhibition - 0.7771 77.71%
CYP2C19 inhibition - 0.8786 87.86%
CYP2D6 inhibition - 0.9196 91.96%
CYP1A2 inhibition + 0.8067 80.67%
CYP2C8 inhibition - 0.8914 89.14%
CYP inhibitory promiscuity - 0.9016 90.16%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6499 64.99%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.4886 48.86%
Skin irritation - 0.5720 57.20%
Skin corrosion - 0.8525 85.25%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7103 71.03%
Micronuclear - 0.8000 80.00%
Hepatotoxicity + 0.6805 68.05%
skin sensitisation - 0.7458 74.58%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.6462 64.62%
Acute Oral Toxicity (c) III 0.7287 72.87%
Estrogen receptor binding + 0.7634 76.34%
Androgen receptor binding - 0.5565 55.65%
Thyroid receptor binding + 0.6175 61.75%
Glucocorticoid receptor binding + 0.8632 86.32%
Aromatase binding + 0.5798 57.98%
PPAR gamma + 0.7906 79.06%
Honey bee toxicity - 0.8243 82.43%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9957 99.57%

Targets

Top

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.78% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.61% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.52% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 93.03% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.75% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.33% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.18% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.94% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.27% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.21% 95.89%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.08% 96.38%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.93% 99.15%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 85.70% 95.34%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.24% 93.03%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.90% 96.77%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.21% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.47% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.63% 97.09%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.63% 91.03%
CHEMBL4422 O14842 Free fatty acid receptor 1 81.28% 93.33%
CHEMBL1907598 P05106 Integrin alpha-V/beta-3 81.14% 95.71%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.78% 89.34%

Plants that contains it

Top
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.
Plectranthus grandidentatus
Plectranthus sanguineus

Cross-Links

Top
PubChem 2751809
LOTUS LTS0121661
wikiData Q104939252