excisusin D

Details

Top
Internal ID a616f305-e174-45bd-bfd3-1775a678d61a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name [(1S,3S,4R,6S,8S,9R,10S,11S,13S)-3,6,8-trihydroxy-5,5,9-trimethyl-14-methylidene-15-oxo-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate
SMILES (Canonical) CC(=O)OC1CC2CC3(C1C4(C(CC(C(C4C(C3)O)(C)C)O)O)C)C(=O)C2=C
SMILES (Isomeric) CC(=O)O[C@H]1C[C@@H]2C[C@]3([C@@H]1[C@@]4([C@H](C[C@@H](C([C@H]4[C@H](C3)O)(C)C)O)O)C)C(=O)C2=C
InChI InChI=1S/C22H32O6/c1-10-12-6-14(28-11(2)23)18-21(5)16(26)7-15(25)20(3,4)17(21)13(24)9-22(18,8-12)19(10)27/h12-18,24-26H,1,6-9H2,2-5H3/t12-,13+,14+,15+,16+,17-,18+,21-,22+/m1/s1
InChI Key TTWNFHXEDVDVHV-DRZGNELRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C22H32O6
Molecular Weight 392.50 g/mol
Exact Mass 392.21988874 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 1.61
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

Top
CHEMBL388127

2D Structure

Top
2D Structure of excisusin D

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9780 97.80%
Caco-2 - 0.6164 61.64%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.6110 61.10%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8942 89.42%
OATP1B3 inhibitior + 0.8147 81.47%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.7410 74.10%
P-glycoprotein inhibitior - 0.7008 70.08%
P-glycoprotein substrate - 0.6708 67.08%
CYP3A4 substrate + 0.6834 68.34%
CYP2C9 substrate - 0.7947 79.47%
CYP2D6 substrate - 0.8731 87.31%
CYP3A4 inhibition - 0.7508 75.08%
CYP2C9 inhibition - 0.8210 82.10%
CYP2C19 inhibition - 0.8340 83.40%
CYP2D6 inhibition - 0.9277 92.77%
CYP1A2 inhibition - 0.8360 83.60%
CYP2C8 inhibition - 0.7646 76.46%
CYP inhibitory promiscuity - 0.8487 84.87%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6205 62.05%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9264 92.64%
Skin irritation - 0.5218 52.18%
Skin corrosion - 0.9299 92.99%
Ames mutagenesis - 0.5964 59.64%
Human Ether-a-go-go-Related Gene inhibition - 0.5464 54.64%
Micronuclear - 0.5800 58.00%
Hepatotoxicity + 0.5658 56.58%
skin sensitisation - 0.6371 63.71%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.7630 76.30%
Acute Oral Toxicity (c) I 0.5030 50.30%
Estrogen receptor binding + 0.7547 75.47%
Androgen receptor binding + 0.5940 59.40%
Thyroid receptor binding + 0.5224 52.24%
Glucocorticoid receptor binding + 0.7684 76.84%
Aromatase binding + 0.5300 53.00%
PPAR gamma + 0.5367 53.67%
Honey bee toxicity - 0.6670 66.70%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9951 99.51%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.94% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.30% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.65% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 89.79% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.03% 85.14%
CHEMBL2581 P07339 Cathepsin D 88.67% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.41% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.51% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 85.10% 90.17%
CHEMBL259 P32245 Melanocortin receptor 4 83.77% 95.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.83% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.65% 99.23%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 80.15% 97.53%

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.
Cupressus macrocarpa
Isodon excisus

Cross-Links

Top
PubChem 16215671
LOTUS LTS0256056
wikiData Q105221197