Coibacin A

Details

• Internal ID: cfd65634-abc5-4b07-a314-d5f4401b4fba
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (2S)-2-[(1E,3E,7E,9E)-10-[(1S,2S)-2-methylcyclopropyl]deca-1,3,7,9-tetraenyl]-2,3-dihydropyran-6-one
• SMILES (Canonical): CC1CC1C=CC=CCCC=CC=CC2CC=CC(=O)O2
• SMILES (Isomeric): C[C@H]1C[C@@H]1/C=C/C=C/CC/C=C/C=C/[C@@H]2CC=CC(=O)O2
• InChI: InChI=1S/C19H24O2/c1-16-15-17(16)11-8-6-4-2-3-5-7-9-12-18-13-10-14-19(20)21-18/h4-12,14,16-18H,2-3,13,15H2,1H3/b6-4+,7-5+,11-8+,12-9+/t16-,17-,18+/m0/s1
• InChI Key: DUZRSWWIBKKPQI-TXOHDOJXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₂
• Molecular Weight: 284.40 g/mol
• Exact Mass: 284.177630004 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.52
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

• DTXSID101047236

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.6269	62.69%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5085	50.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8943	89.43%
OATP1B3 inhibitior	+	0.9593	95.93%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7227	72.27%
P-glycoprotein inhibitior	-	0.6643	66.43%
P-glycoprotein substrate	-	0.7582	75.82%
CYP3A4 substrate	+	0.5312	53.12%
CYP2C9 substrate	-	0.6093	60.93%
CYP2D6 substrate	-	0.9072	90.72%
CYP3A4 inhibition	-	0.8695	86.95%
CYP2C9 inhibition	-	0.9420	94.20%
CYP2C19 inhibition	-	0.7364	73.64%
CYP2D6 inhibition	-	0.9421	94.21%
CYP1A2 inhibition	-	0.6299	62.99%
CYP2C8 inhibition	-	0.8858	88.58%
CYP inhibitory promiscuity	-	0.8893	88.93%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8728	87.28%
Carcinogenicity (trinary)	Non-required	0.5773	57.73%
Eye corrosion	-	0.6167	61.67%
Eye irritation	-	0.8989	89.89%
Skin irritation	+	0.7961	79.61%
Skin corrosion	-	0.8422	84.22%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4368	43.68%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.7211	72.11%
skin sensitisation	+	0.6123	61.23%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.7556	75.56%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.6164	61.64%
Acute Oral Toxicity (c)	III	0.5938	59.38%
Estrogen receptor binding	-	0.5184	51.84%
Androgen receptor binding	-	0.6321	63.21%
Thyroid receptor binding	-	0.7087	70.87%
Glucocorticoid receptor binding	-	0.5812	58.12%
Aromatase binding	+	0.5397	53.97%
PPAR gamma	+	0.5243	52.43%
Honey bee toxicity	-	0.8806	88.06%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	-	0.3899	38.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.85%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.14%	93.40%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.52%	97.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.68%	89.34%
CHEMBL2581	P07339	Cathepsin D	81.41%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.36%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 60203968
• LOTUS: LTS0097633
• wikiData: Q75064206