PlantaeDB Logo
Login Sign-up

[(1R,2R,4S,6R,9E,11S,12S)-11-benzoyloxy-12-(benzoyloxymethyl)-15-(2-hydroperoxypropan-2-yl)-4,9-dimethyl-5-oxatricyclo[10.3.0.04,6]pentadeca-9,14-dien-2-yl] pyridine-3-carboxylate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID 087d86f1-bba1-409c-96b8-b23b529ec132
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Dolabellane and neodolabellane diterpenoids
IUPAC Name [(1R,2R,4S,6R,9E,11S,12S)-11-benzoyloxy-12-(benzoyloxymethyl)-15-(2-hydroperoxypropan-2-yl)-4,9-dimethyl-5-oxatricyclo[10.3.0.04,6]pentadeca-9,14-dien-2-yl] pyridine-3-carboxylate
SMILES (Canonical) CC1=CC(C2(CC=C(C2C(CC3(C(O3)CC1)C)OC(=O)C4=CN=CC=C4)C(C)(C)OO)COC(=O)C5=CC=CC=C5)OC(=O)C6=CC=CC=C6
SMILES (Isomeric) C/C/1=C\[C@@H]([C@]2(CC=C([C@@H]2[C@@H](C[C@]3([C@H](O3)CC1)C)OC(=O)C4=CN=CC=C4)C(C)(C)OO)COC(=O)C5=CC=CC=C5)OC(=O)C6=CC=CC=C6
InChI InChI=1S/C40H43NO9/c1-26-17-18-32-39(4,49-32)23-31(47-37(44)29-16-11-21-41-24-29)34-30(38(2,3)50-45)19-20-40(34,25-46-35(42)27-12-7-5-8-13-27)33(22-26)48-36(43)28-14-9-6-10-15-28/h5-16,19,21-22,24,31-34,45H,17-18,20,23,25H2,1-4H3/b26-22+/t31-,32-,33+,34-,39+,40+/m1/s1
InChI Key XIMCRDWINCBROY-VMOSVMNXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C40H43NO9
Molecular Weight 681.80 g/mol
Exact Mass 681.29378195 g/mol
Topological Polar Surface Area (TPSA) 134.00 Ų
XlogP 5.50
Atomic LogP (AlogP) 7.18
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,2R,4S,6R,9E,11S,12S)-11-benzoyloxy-12-(benzoyloxymethyl)-15-(2-hydroperoxypropan-2-yl)-4,9-dimethyl-5-oxatricyclo[10.3.0.04,6]pentadeca-9,14-dien-2-yl] pyridine-3-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9559 95.59%
Caco-2 - 0.7999 79.99%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7377 73.77%
OATP2B1 inhibitior - 0.7158 71.58%
OATP1B1 inhibitior + 0.8816 88.16%
OATP1B3 inhibitior + 0.9068 90.68%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8981 89.81%
P-glycoprotein substrate + 0.5773 57.73%
CYP3A4 substrate + 0.6999 69.99%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8561 85.61%
CYP3A4 inhibition - 0.5685 56.85%
CYP2C9 inhibition - 0.7328 73.28%
CYP2C19 inhibition - 0.7656 76.56%
CYP2D6 inhibition - 0.8992 89.92%
CYP1A2 inhibition - 0.5976 59.76%
CYP2C8 inhibition + 0.8519 85.19%
CYP inhibitory promiscuity - 0.6606 66.06%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5891 58.91%
Eye corrosion - 0.9854 98.54%
Eye irritation - 0.9164 91.64%
Skin irritation - 0.7446 74.46%
Skin corrosion - 0.9321 93.21%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8417 84.17%
Micronuclear - 0.5800 58.00%
Hepatotoxicity - 0.5341 53.41%
skin sensitisation - 0.8132 81.32%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8710 87.10%
Acute Oral Toxicity (c) III 0.4953 49.53%
Estrogen receptor binding + 0.7712 77.12%
Androgen receptor binding + 0.7316 73.16%
Thyroid receptor binding + 0.6470 64.70%
Glucocorticoid receptor binding + 0.8091 80.91%
Aromatase binding + 0.5585 55.85%
PPAR gamma + 0.7373 73.73%
Honey bee toxicity - 0.7426 74.26%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9909 99.09%

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 98.41% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.22% 86.33%
CHEMBL2581 P07339 Cathepsin D 94.71% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 91.93% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.84% 99.23%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 91.68% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 91.55% 94.08%
CHEMBL2996 Q05655 Protein kinase C delta 91.43% 97.79%
CHEMBL5028 O14672 ADAM10 89.79% 97.50%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 87.67% 83.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.22% 97.25%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 86.71% 97.33%
CHEMBL230 P35354 Cyclooxygenase-2 84.41% 89.63%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.23% 91.07%
CHEMBL2535 P11166 Glucose transporter 83.73% 98.75%
CHEMBL4208 P20618 Proteasome component C5 82.40% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.28% 95.89%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.74% 96.00%
CHEMBL6007 O75762 Transient receptor potential cation channel subfamily A member 1 81.45% 92.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.35% 99.17%

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.
Nigella sativa

Cross-Links

Top
PubChem 11181504
LOTUS LTS0175995
wikiData Q105328580