(13,18-Dihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-3-yl) benzoate

Details

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Internal ID 0cc0a3eb-a971-43ce-b16e-b9eff8584474
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids > Hetisine-type diterpenoid alkaloids
IUPAC Name (13,18-dihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-3-yl) benzoate
SMILES (Canonical) CC12CC(CC34C1C5CC67C3(CC(CC6C4N5C2)C(=C)C7O)O)OC(=O)C8=CC=CC=C8
SMILES (Isomeric) CC12CC(CC34C1C5CC67C3(CC(CC6C4N5C2)C(=C)C7O)O)OC(=O)C8=CC=CC=C8
InChI InChI=1S/C27H31NO4/c1-14-16-8-18-21-26-11-17(32-23(30)15-6-4-3-5-7-15)10-24(2)13-28(21)19(20(24)26)12-25(18,22(14)29)27(26,31)9-16/h3-7,16-22,29,31H,1,8-13H2,2H3
InChI Key GDVVPFXWAZSXGV-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H31NO4
Molecular Weight 433.50 g/mol
Exact Mass 433.22530847 g/mol
Topological Polar Surface Area (TPSA) 70.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.77
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (13,18-Dihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-3-yl) benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9477 94.77%
Caco-2 - 0.6987 69.87%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.4544 45.44%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8925 89.25%
OATP1B3 inhibitior + 0.9416 94.16%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.6784 67.84%
P-glycoprotein inhibitior - 0.7147 71.47%
P-glycoprotein substrate + 0.5156 51.56%
CYP3A4 substrate + 0.6967 69.67%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.6923 69.23%
CYP3A4 inhibition - 0.9590 95.90%
CYP2C9 inhibition - 0.8610 86.10%
CYP2C19 inhibition - 0.8279 82.79%
CYP2D6 inhibition - 0.8889 88.89%
CYP1A2 inhibition - 0.8692 86.92%
CYP2C8 inhibition + 0.6001 60.01%
CYP inhibitory promiscuity - 0.8161 81.61%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4888 48.88%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9742 97.42%
Skin irritation - 0.7498 74.98%
Skin corrosion - 0.9292 92.92%
Ames mutagenesis - 0.5428 54.28%
Human Ether-a-go-go-Related Gene inhibition + 0.7739 77.39%
Micronuclear + 0.6100 61.00%
Hepatotoxicity - 0.5177 51.77%
skin sensitisation - 0.8301 83.01%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.6013 60.13%
Acute Oral Toxicity (c) III 0.5245 52.45%
Estrogen receptor binding + 0.8170 81.70%
Androgen receptor binding + 0.7562 75.62%
Thyroid receptor binding + 0.5783 57.83%
Glucocorticoid receptor binding + 0.7921 79.21%
Aromatase binding + 0.7679 76.79%
PPAR gamma + 0.5558 55.58%
Honey bee toxicity - 0.7692 76.92%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5355 53.55%
Fish aquatic toxicity + 0.9760 97.60%

Targets

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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 97.64% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.11% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.26% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.01% 95.56%
CHEMBL4208 P20618 Proteasome component C5 87.39% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.34% 99.23%
CHEMBL221 P23219 Cyclooxygenase-1 84.72% 90.17%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.72% 94.62%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.57% 82.69%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.38% 94.08%
CHEMBL5028 O14672 ADAM10 82.89% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.77% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.03% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 81.00% 91.19%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 80.47% 91.11%

Plants that contains it

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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.
Aconitum japonicum subsp. ibukiense

Cross-Links

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PubChem 73657338
LOTUS LTS0236917
wikiData Q105006979