Cochleamycin B

Details

• Internal ID: 3c77f8e8-a9be-41c7-a41d-f7ff7af617b6
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: [(1R,3R,4S,6R,7R,8R,11R,15S)-6-methyl-17,18-dioxo-16-oxapentacyclo[13.2.2.01,13.03,11.04,8]nonadec-9-en-7-yl] acetate
• InChI: InChI=1S/C21H26O5/c1-10-5-16-15(19(10)25-11(2)22)4-3-12-6-13-7-14-8-18(23)21(13,9-17(12)16)20(24)26-14/h3-4,10,12-17,19H,5-9H2,1-2H3/t10-,12+,13?,14+,15-,16-,17-,19-,21-/m1/s1
• InChI Key: JOYRWDFJPHYGNB-MBEYJWDMSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₅
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.17802393 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9833	98.33%
Caco-2	-	0.6613	66.13%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6344	63.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8736	87.36%
OATP1B3 inhibitior	+	0.9535	95.35%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7423	74.23%
P-glycoprotein inhibitior	-	0.4852	48.52%
P-glycoprotein substrate	-	0.6457	64.57%
CYP3A4 substrate	+	0.6708	67.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8642	86.42%
CYP3A4 inhibition	-	0.6322	63.22%
CYP2C9 inhibition	-	0.9032	90.32%
CYP2C19 inhibition	-	0.8360	83.60%
CYP2D6 inhibition	-	0.9613	96.13%
CYP1A2 inhibition	-	0.8838	88.38%
CYP2C8 inhibition	-	0.7115	71.15%
CYP inhibitory promiscuity	-	0.8474	84.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9813	98.13%
Carcinogenicity (trinary)	Non-required	0.5739	57.39%
Eye corrosion	-	0.9672	96.72%
Eye irritation	-	0.9659	96.59%
Skin irritation	-	0.6521	65.21%
Skin corrosion	-	0.9159	91.59%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4100	41.00%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.7027	70.27%
skin sensitisation	-	0.7674	76.74%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6455	64.55%
Acute Oral Toxicity (c)	III	0.5151	51.51%
Estrogen receptor binding	+	0.7604	76.04%
Androgen receptor binding	+	0.5617	56.17%
Thyroid receptor binding	-	0.5765	57.65%
Glucocorticoid receptor binding	+	0.7027	70.27%
Aromatase binding	+	0.6296	62.96%
PPAR gamma	+	0.5322	53.22%
Honey bee toxicity	-	0.7426	74.26%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9835	98.35%

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	95.97%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.82%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.90%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.25%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.02%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.20%	99.23%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.08%	95.71%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.88%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.02%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	80.87%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.77%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583214
• LOTUS: LTS0054146
• wikiData: Q75057173