Pannomycin

Details

• Internal ID: ef6344db-961c-4ca9-b92b-f9c55d18fbeb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (2E,4E)-5-[(1R,2S,4aR,6S,7R,8aR)-7-hydroxy-1,3,6-trimethyl-2-[(E)-prop-1-enyl]-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-4-methylpenta-2,4-dienoic acid
• InChI: InChI=1S/C22H32O3/c1-6-7-18-15(3)10-17-11-16(4)20(23)12-19(17)22(18,5)13-14(2)8-9-21(24)25/h6-10,13,16-20,23H,11-12H2,1-5H3,(H,24,25)/b7-6+,9-8+,14-13+/t16-,17-,18-,19+,20+,22+/m0/s1
• InChI Key: FFRJHWIQULDGGE-CUYCTCHZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₃
• Molecular Weight: 344.50 g/mol
• Exact Mass: 344.23514488 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.76
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• CHEMBL560841
• (2E,4E)-5-[(1R,2S,4aR,6S,7R,8aR)-7-hydroxy-1,3,6-trimethyl-2-[(E)-prop-1-enyl]-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-4-methylpenta-2,4-dienoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6302	63.02%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7502	75.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8952	89.52%
OATP1B3 inhibitior	+	0.9663	96.63%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.7765	77.65%
P-glycoprotein substrate	-	0.5587	55.87%
CYP3A4 substrate	+	0.6501	65.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8950	89.50%
CYP3A4 inhibition	-	0.7289	72.89%
CYP2C9 inhibition	-	0.9351	93.51%
CYP2C19 inhibition	-	0.9392	93.92%
CYP2D6 inhibition	-	0.9518	95.18%
CYP1A2 inhibition	-	0.9338	93.38%
CYP2C8 inhibition	-	0.5964	59.64%
CYP inhibitory promiscuity	-	0.9119	91.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8813	88.13%
Carcinogenicity (trinary)	Non-required	0.4963	49.63%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.9863	98.63%
Skin irritation	+	0.5579	55.79%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7656	76.56%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	+	0.6141	61.41%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8594	85.94%
Acute Oral Toxicity (c)	III	0.7026	70.26%
Estrogen receptor binding	+	0.6355	63.55%
Androgen receptor binding	+	0.5781	57.81%
Thyroid receptor binding	+	0.5930	59.30%
Glucocorticoid receptor binding	+	0.5841	58.41%
Aromatase binding	+	0.5524	55.24%
PPAR gamma	-	0.5095	50.95%
Honey bee toxicity	-	0.7978	79.78%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9909	99.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.80%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	92.54%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.58%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.91%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.68%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.34%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.34%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.87%	95.50%
CHEMBL5028	O14672	ADAM10	82.79%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.43%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 25208279
• LOTUS: LTS0266678
• wikiData: Q77574353