Annopodine

Details

• Internal ID: cc7f64cc-f622-4eb2-b4fe-f0a30abf3a22
• Taxonomy: Organoheterocyclic compounds > Quinolizidines
• IUPAC Name: methyl (1R,7S,8R,12S,14S)-8-hydroxy-14-methyl-3-azatetracyclo[9.3.1.03,12.07,12]pentadec-10-ene-10-carboxylate
• SMILES (Canonical): CC1CC23C4CCCN2CC1CC3=C(CC4O)C(=O)OC
• SMILES (Isomeric): C[C@H]1C[C@@]23[C@@H]4CCCN2C[C@@H]1CC3=C(C[C@H]4O)C(=O)OC
• InChI: InChI=1S/C17H25NO3/c1-10-8-17-13-4-3-5-18(17)9-11(10)6-14(17)12(7-15(13)19)16(20)21-2/h10-11,13,15,19H,3-9H2,1-2H3/t10-,11-,13+,15+,17-/m0/s1
• InChI Key: QLVYEQJRDUIHRS-SXBHSIJNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₅NO₃
• Molecular Weight: 291.40 g/mol
• Exact Mass: 291.18344366 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 20390-90-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9722	97.22%
Caco-2	+	0.8323	83.23%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6615	66.15%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8733	87.33%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5849	58.49%
BSEP inhibitior	-	0.7206	72.06%
P-glycoprotein inhibitior	-	0.8465	84.65%
P-glycoprotein substrate	+	0.5633	56.33%
CYP3A4 substrate	+	0.6549	65.49%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.7641	76.41%
CYP3A4 inhibition	-	0.9389	93.89%
CYP2C9 inhibition	-	0.8567	85.67%
CYP2C19 inhibition	-	0.9220	92.20%
CYP2D6 inhibition	-	0.7398	73.98%
CYP1A2 inhibition	-	0.9201	92.01%
CYP2C8 inhibition	-	0.7924	79.24%
CYP inhibitory promiscuity	-	0.9831	98.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5546	55.46%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9373	93.73%
Skin irritation	-	0.6998	69.98%
Skin corrosion	-	0.9040	90.40%
Ames mutagenesis	-	0.6878	68.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5919	59.19%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8123	81.23%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.5362	53.62%
Acute Oral Toxicity (c)	III	0.6311	63.11%
Estrogen receptor binding	-	0.7927	79.27%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.4870	48.70%
Glucocorticoid receptor binding	+	0.6552	65.52%
Aromatase binding	-	0.6845	68.45%
PPAR gamma	-	0.6800	68.00%
Honey bee toxicity	-	0.8438	84.38%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.6472	64.72%

Targets

Proven Targets:

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	98.49%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.02%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	91.07%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.44%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.98%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.68%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.60%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.59%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	86.38%	91.19%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	86.34%	94.78%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.42%	91.11%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.45%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.04%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.46%	94.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.83%	90.71%

Plants that contains it

• Lycopodium annotinum

Cross-Links

• PubChem: 12306652
• NPASS: NPC303898