ganomycin A

Details

• Internal ID: a3acde8c-9935-4263-86a2-dc4687966fab
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2Z,5E,9E)-2-[2-(2,5-dihydroxyphenyl)ethylidene]-11-hydroxy-6,10-dimethylundeca-5,9-dienoic acid
• SMILES (Canonical): CC(=CCCC(=CCC1=C(C=CC(=C1)O)O)C(=O)O)CCC=C(C)CO
• SMILES (Isomeric): C/C(=C\CC/C(=C/CC1=C(C=CC(=C1)O)O)/C(=O)O)/CC/C=C(\C)/CO
• InChI: InChI=1S/C21H28O5/c1-15(5-3-7-16(2)14-22)6-4-8-17(21(25)26)9-10-18-13-19(23)11-12-20(18)24/h6-7,9,11-13,22-24H,3-5,8,10,14H2,1-2H3,(H,25,26)/b15-6+,16-7+,17-9-
• InChI Key: YMBZMWGZXRRFEN-KPJMVHGFSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₅
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.19367399 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.10
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 10

Synonyms

• CHEMBL496059
• SCHEMBL1839019
• (2Z,5E,9E)-2-[2-(2,5-dihydroxyphenyl)ethylidene]-11-hydroxy-6,10-dimethylundeca-5,9-dienoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	-	0.7408	74.08%
Blood Brain Barrier	-	0.6484	64.84%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.9299	92.99%
OATP2B1 inhibitior	-	0.5677	56.77%
OATP1B1 inhibitior	+	0.9038	90.38%
OATP1B3 inhibitior	+	0.9083	90.83%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.5852	58.52%
BSEP inhibitior	+	0.8846	88.46%
P-glycoprotein inhibitior	-	0.7163	71.63%
P-glycoprotein substrate	-	0.8292	82.92%
CYP3A4 substrate	-	0.5410	54.10%
CYP2C9 substrate	-	0.5816	58.16%
CYP2D6 substrate	-	0.8921	89.21%
CYP3A4 inhibition	+	0.5813	58.13%
CYP2C9 inhibition	-	0.6332	63.32%
CYP2C19 inhibition	-	0.5287	52.87%
CYP2D6 inhibition	-	0.6426	64.26%
CYP1A2 inhibition	+	0.7977	79.77%
CYP2C8 inhibition	-	0.6484	64.84%
CYP inhibitory promiscuity	-	0.6220	62.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7650	76.50%
Carcinogenicity (trinary)	Non-required	0.7315	73.15%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.6832	68.32%
Skin irritation	-	0.7691	76.91%
Skin corrosion	-	0.9654	96.54%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5350	53.50%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.5449	54.49%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6308	63.08%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.5962	59.62%
Acute Oral Toxicity (c)	III	0.5857	58.57%
Estrogen receptor binding	+	0.7089	70.89%
Androgen receptor binding	+	0.6603	66.03%
Thyroid receptor binding	+	0.6338	63.38%
Glucocorticoid receptor binding	+	0.5550	55.50%
Aromatase binding	+	0.5177	51.77%
PPAR gamma	+	0.8783	87.83%
Honey bee toxicity	-	0.9342	93.42%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.94%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.86%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.68%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.33%	95.56%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.32%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	88.94%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.85%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.96%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.73%	99.15%
CHEMBL3194	P02766	Transthyretin	80.40%	90.71%
CHEMBL4208	P20618	Proteasome component C5	80.03%	90.00%

Plants that contains it

• Juniperus occidentalis
• Vigna mungo

Cross-Links

• PubChem: 9841824
• NPASS: NPC197513
• LOTUS: LTS0232375
• wikiData: Q77310143