Cyanosporaside D

Details

• Internal ID: d2f9b3e2-be5c-49ad-acf3-56ddc01875db
• Taxonomy: Benzenoids > Indenes and isoindenes
• IUPAC Name: [(1S,8bR)-5-chloro-7-(cyanomethyl)-8b-hydroxy-1H-cyclopenta[a]inden-1-yl] acetate
• SMILES (Canonical): CC(=O)OC1C=CC2=CC3=C(C12O)C=C(C=C3Cl)CC#N
• SMILES (Isomeric): CC(=O)O[C@H]1C=CC2=CC3=C([C@@]12O)C=C(C=C3Cl)CC#N
• InChI: InChI=1S/C16H12ClNO3/c1-9(19)21-15-3-2-11-8-12-13(16(11,15)20)6-10(4-5-18)7-14(12)17/h2-3,6-8,15,20H,4H2,1H3/t15-,16+/m0/s1
• InChI Key: BDIOOCOCCOXOLZ-JKSUJKDBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂ClNO₃
• Molecular Weight: 301.72 g/mol
• Exact Mass: 301.0505709 g/mol
• Topological Polar Surface Area (TPSA): 70.30 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.49
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.6418	64.18%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7622	76.22%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.8783	87.83%
OATP1B3 inhibitior	+	0.9343	93.43%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6539	65.39%
P-glycoprotein inhibitior	-	0.8337	83.37%
P-glycoprotein substrate	-	0.7186	71.86%
CYP3A4 substrate	+	0.6642	66.42%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	-	0.8536	85.36%
CYP3A4 inhibition	+	0.5996	59.96%
CYP2C9 inhibition	+	0.6228	62.28%
CYP2C19 inhibition	-	0.6007	60.07%
CYP2D6 inhibition	-	0.7782	77.82%
CYP1A2 inhibition	-	0.5371	53.71%
CYP2C8 inhibition	+	0.4635	46.35%
CYP inhibitory promiscuity	+	0.6402	64.02%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7007	70.07%
Carcinogenicity (trinary)	Non-required	0.4451	44.51%
Eye corrosion	-	0.9707	97.07%
Eye irritation	-	0.8977	89.77%
Skin irritation	-	0.5900	59.00%
Skin corrosion	-	0.9345	93.45%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6803	68.03%
Micronuclear	-	0.5416	54.16%
Hepatotoxicity	+	0.5074	50.74%
skin sensitisation	-	0.5830	58.30%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5515	55.15%
Acute Oral Toxicity (c)	III	0.5463	54.63%
Estrogen receptor binding	+	0.8441	84.41%
Androgen receptor binding	+	0.6065	60.65%
Thyroid receptor binding	+	0.6359	63.59%
Glucocorticoid receptor binding	+	0.7895	78.95%
Aromatase binding	+	0.7819	78.19%
PPAR gamma	+	0.8348	83.48%
Honey bee toxicity	-	0.6712	67.12%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5594	55.94%
Fish aquatic toxicity	+	0.9838	98.38%

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	97.62%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.50%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.72%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.60%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.76%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.56%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.52%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.48%	82.69%
CHEMBL4822	P56817	Beta-secretase 1	86.89%	97.35%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.74%	94.80%
CHEMBL4208	P20618	Proteasome component C5	85.67%	90.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.57%	97.21%
CHEMBL5957	P21589	5'-nucleotidase	83.34%	97.78%
CHEMBL340	P08684	Cytochrome P450 3A4	82.93%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.22%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102195493
• LOTUS: LTS0152948
• wikiData: Q77496131