9,10-Dihydroxy-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthrene-3,4-dione

Details

Top
Internal ID 79513404-d469-40c4-88bc-02a259aa1c68
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name 9,10-dihydroxy-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthrene-3,4-dione
SMILES (Canonical) CC(C)C1=CC2=C(C(=O)C1=O)C3(CCCC(C3C(C2O)O)(C)C)C
SMILES (Isomeric) CC(C)C1=CC2=C(C(=O)C1=O)C3(CCCC(C3C(C2O)O)(C)C)C
InChI InChI=1S/C20H28O4/c1-10(2)11-9-12-13(16(23)14(11)21)20(5)8-6-7-19(3,4)18(20)17(24)15(12)22/h9-10,15,17-18,22,24H,6-8H2,1-5H3
InChI Key BLFROTSKVQIDEU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C20H28O4
Molecular Weight 332.40 g/mol
Exact Mass 332.19875937 g/mol
Topological Polar Surface Area (TPSA) 74.60 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.59
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 9,10-Dihydroxy-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthrene-3,4-dione

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9851 98.51%
Caco-2 + 0.6731 67.31%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8154 81.54%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9193 91.93%
OATP1B3 inhibitior + 0.8982 89.82%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior - 0.8072 80.72%
P-glycoprotein inhibitior - 0.7554 75.54%
P-glycoprotein substrate - 0.8418 84.18%
CYP3A4 substrate + 0.5555 55.55%
CYP2C9 substrate - 0.7865 78.65%
CYP2D6 substrate - 0.8463 84.63%
CYP3A4 inhibition - 0.8934 89.34%
CYP2C9 inhibition - 0.7841 78.41%
CYP2C19 inhibition - 0.8906 89.06%
CYP2D6 inhibition - 0.8897 88.97%
CYP1A2 inhibition - 0.7169 71.69%
CYP2C8 inhibition - 0.9139 91.39%
CYP inhibitory promiscuity - 0.8608 86.08%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6389 63.89%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9536 95.36%
Skin irritation + 0.5398 53.98%
Skin corrosion - 0.9325 93.25%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7199 71.99%
Micronuclear - 0.7700 77.00%
Hepatotoxicity + 0.5566 55.66%
skin sensitisation + 0.5157 51.57%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.5830 58.30%
Acute Oral Toxicity (c) III 0.7055 70.55%
Estrogen receptor binding + 0.6069 60.69%
Androgen receptor binding + 0.5334 53.34%
Thyroid receptor binding + 0.6473 64.73%
Glucocorticoid receptor binding + 0.7310 73.10%
Aromatase binding - 0.4836 48.36%
PPAR gamma + 0.6971 69.71%
Honey bee toxicity - 0.8501 85.01%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.9954 99.54%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.86% 97.25%
CHEMBL2581 P07339 Cathepsin D 95.80% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.94% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.60% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 92.35% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.31% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.28% 90.71%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.38% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.97% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.90% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.17% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.01% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.84% 95.89%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.76% 90.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.26% 89.00%

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.
Salvia phlomoides

Cross-Links

Top
PubChem 162953223
LOTUS LTS0111091
wikiData Q104937978