Annofoline

Details

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Internal ID 6bd12015-569f-46df-a7fb-353d1631c55b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (1R,2R,10S,11R,13S,15R)-11-hydroxy-15-methyl-6-azatetracyclo[8.6.0.01,6.02,13]hexadecan-14-one
SMILES (Canonical) CC1CC23C4CCCN2CCCC3C(CC4C1=O)O
SMILES (Isomeric) C[C@@H]1C[C@]23[C@@H]4CCCN2CCC[C@@H]3[C@@H](C[C@@H]4C1=O)O
InChI InChI=1S/C16H25NO2/c1-10-9-16-12-4-2-6-17(16)7-3-5-13(16)14(18)8-11(12)15(10)19/h10-14,18H,2-9H2,1H3/t10-,11+,12-,13-,14-,16-/m1/s1
InChI Key KYIYXWHVYGBAKF-NVWMEEMDSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C16H25NO2
Molecular Weight 263.37 g/mol
Exact Mass 263.188529040 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.84
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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664-23-3
C09851
(15R)-5beta-Hydroxy-15-methyllycopodan-8-one
CHEBI:2741
(1R,2R,10S,11R,13S,15R)-11-hydroxy-15-methyl-6-azatetracyclo[8.6.0.01,6.02,13]hexadecan-14-one
Q27105797

2D Structure

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2D Structure of Annofoline

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9867 98.67%
Caco-2 + 0.7455 74.55%
Blood Brain Barrier + 0.8879 88.79%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.5521 55.21%
OATP2B1 inhibitior - 0.8535 85.35%
OATP1B1 inhibitior + 0.9145 91.45%
OATP1B3 inhibitior + 0.9529 95.29%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior - 0.7815 78.15%
P-glycoprotein inhibitior - 0.9406 94.06%
P-glycoprotein substrate - 0.7885 78.85%
CYP3A4 substrate + 0.5913 59.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4705 47.05%
CYP3A4 inhibition - 0.5698 56.98%
CYP2C9 inhibition - 0.8763 87.63%
CYP2C19 inhibition - 0.9056 90.56%
CYP2D6 inhibition - 0.6072 60.72%
CYP1A2 inhibition - 0.9204 92.04%
CYP2C8 inhibition - 0.8792 87.92%
CYP inhibitory promiscuity - 0.9877 98.77%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5141 51.41%
Eye corrosion - 0.9833 98.33%
Eye irritation - 0.8377 83.77%
Skin irritation - 0.6354 63.54%
Skin corrosion - 0.7754 77.54%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7625 76.25%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.6283 62.83%
skin sensitisation - 0.8278 82.78%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.6713 67.13%
Acute Oral Toxicity (c) III 0.6107 61.07%
Estrogen receptor binding + 0.5439 54.39%
Androgen receptor binding + 0.6575 65.75%
Thyroid receptor binding - 0.5478 54.78%
Glucocorticoid receptor binding + 0.7019 70.19%
Aromatase binding - 0.7125 71.25%
PPAR gamma - 0.7747 77.47%
Honey bee toxicity - 0.9036 90.36%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity - 0.8533 85.33%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.74% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.37% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.00% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.24% 97.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 89.63% 96.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.43% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.54% 97.25%
CHEMBL1951 P21397 Monoamine oxidase A 84.52% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.47% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.35% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.27% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.50% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 82.23% 95.93%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.94% 93.04%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.69% 99.23%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 80.44% 96.03%

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.
Lycopodium annotinum

Cross-Links

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PubChem 5462440
NPASS NPC194450
LOTUS LTS0024133
wikiData Q27105797