[(1R,2R,4S,9R,10S,12S,13S,16R)-2,16-dihydroxy-5,5,9-trimethyl-14-methylidene-6,15-dioxo-12-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate

Details

Top
Internal ID 155bbc31-1b66-4f93-8e90-0ae12e89ebc3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [(1R,2R,4S,9R,10S,12S,13S,16R)-2,16-dihydroxy-5,5,9-trimethyl-14-methylidene-6,15-dioxo-12-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate
SMILES (Canonical) CC(=O)OC1CC2C3(CCC(=O)C(C3CC(C24C(C1C(=C)C4=O)O)O)(C)C)C
SMILES (Isomeric) CC(=O)O[C@H]1C[C@H]2[C@@]3(CCC(=O)C([C@H]3C[C@H]([C@@]24[C@@H]([C@@H]1C(=C)C4=O)O)O)(C)C)C
InChI InChI=1S/C22H30O6/c1-10-17-12(28-11(2)23)8-14-21(5)7-6-15(24)20(3,4)13(21)9-16(25)22(14,18(10)26)19(17)27/h12-14,16-17,19,25,27H,1,6-9H2,2-5H3/t12-,13+,14-,16+,17+,19+,21+,22-/m0/s1
InChI Key BTNLBNFJKVCIJO-GWRNZJBRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C22H30O6
Molecular Weight 390.50 g/mol
Exact Mass 390.20423867 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.82
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,2R,4S,9R,10S,12S,13S,16R)-2,16-dihydroxy-5,5,9-trimethyl-14-methylidene-6,15-dioxo-12-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9741 97.41%
Caco-2 - 0.5955 59.55%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6752 67.52%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9022 90.22%
OATP1B3 inhibitior - 0.3529 35.29%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.8982 89.82%
P-glycoprotein inhibitior - 0.5595 55.95%
P-glycoprotein substrate - 0.7322 73.22%
CYP3A4 substrate + 0.6555 65.55%
CYP2C9 substrate - 0.7947 79.47%
CYP2D6 substrate - 0.8731 87.31%
CYP3A4 inhibition - 0.7532 75.32%
CYP2C9 inhibition - 0.6743 67.43%
CYP2C19 inhibition - 0.8528 85.28%
CYP2D6 inhibition - 0.9487 94.87%
CYP1A2 inhibition - 0.7450 74.50%
CYP2C8 inhibition - 0.6785 67.85%
CYP inhibitory promiscuity - 0.9046 90.46%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6583 65.83%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.8914 89.14%
Skin irritation + 0.6059 60.59%
Skin corrosion - 0.9369 93.69%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5634 56.34%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.6301 63.01%
skin sensitisation - 0.7158 71.58%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity + 0.5293 52.93%
Acute Oral Toxicity (c) I 0.7054 70.54%
Estrogen receptor binding + 0.7038 70.38%
Androgen receptor binding + 0.5906 59.06%
Thyroid receptor binding + 0.5481 54.81%
Glucocorticoid receptor binding + 0.6902 69.02%
Aromatase binding + 0.5287 52.87%
PPAR gamma + 0.6541 65.41%
Honey bee toxicity - 0.6371 63.71%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.02% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.97% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 89.39% 91.19%
CHEMBL2581 P07339 Cathepsin D 86.87% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.85% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 85.60% 90.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.73% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.56% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.20% 86.33%
CHEMBL4040 P28482 MAP kinase ERK2 83.13% 83.82%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.04% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.96% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.49% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.22% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.13% 100.00%

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.
Isodon liangshanicus

Cross-Links

Top
PubChem 162860949
LOTUS LTS0171854
wikiData Q104945758