(-)-cochlearol A

Details

• Internal ID: 2557ac56-0e03-4d75-9d1f-3e34b75dea4e
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1R,10R,13S)-3,6-dihydroxy-8-oxo-14,16-dioxatetracyclo[11.2.1.01,10.02,7]hexadeca-2,4,6-triene-10-carboxylic acid
• SMILES (Canonical): C1CC2(CC(=O)C3=C(C=CC(=C3C24COC1O4)O)O)C(=O)O
• SMILES (Isomeric): C1C[C@]2(CC(=O)C3=C(C=CC(=C3[C@]24CO[C@H]1O4)O)O)C(=O)O
• InChI: InChI=1S/C15H14O7/c16-7-1-2-8(17)12-11(7)9(18)5-14(13(19)20)4-3-10-21-6-15(12,14)22-10/h1-2,10,16-17H,3-6H2,(H,19,20)/t10-,14-,15+/m0/s1
• InChI Key: APQUUNCMRUQJLX-NZVBXONLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₇
• Molecular Weight: 306.27 g/mol
• Exact Mass: 306.07395278 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.12
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9351	93.51%
Caco-2	-	0.7795	77.95%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8913	89.13%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.9309	93.09%
OATP1B3 inhibitior	+	0.9239	92.39%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8993	89.93%
P-glycoprotein inhibitior	-	0.9527	95.27%
P-glycoprotein substrate	-	0.7678	76.78%
CYP3A4 substrate	+	0.5441	54.41%
CYP2C9 substrate	-	0.5961	59.61%
CYP2D6 substrate	-	0.8625	86.25%
CYP3A4 inhibition	-	0.9276	92.76%
CYP2C9 inhibition	-	0.7142	71.42%
CYP2C19 inhibition	-	0.5851	58.51%
CYP2D6 inhibition	-	0.8880	88.80%
CYP1A2 inhibition	-	0.7709	77.09%
CYP2C8 inhibition	-	0.6088	60.88%
CYP inhibitory promiscuity	-	0.9604	96.04%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5556	55.56%
Eye corrosion	-	0.9823	98.23%
Eye irritation	+	0.7052	70.52%
Skin irritation	-	0.8129	81.29%
Skin corrosion	-	0.9437	94.37%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8892	88.92%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.6085	60.85%
skin sensitisation	-	0.8620	86.20%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5839	58.39%
Acute Oral Toxicity (c)	III	0.4411	44.11%
Estrogen receptor binding	+	0.7952	79.52%
Androgen receptor binding	+	0.7500	75.00%
Thyroid receptor binding	-	0.6294	62.94%
Glucocorticoid receptor binding	+	0.6471	64.71%
Aromatase binding	-	0.5802	58.02%
PPAR gamma	+	0.6239	62.39%
Honey bee toxicity	-	0.8913	89.13%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9037	90.37%

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	98.69%	91.11%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	94.08%	93.04%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.33%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.96%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.84%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.94%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.88%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.07%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.52%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.92%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	82.80%	91.19%
CHEMBL2581	P07339	Cathepsin D	81.80%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101894326
• LOTUS: LTS0039368
• wikiData: Q77421036