Cyanosporaside A

Details

• Internal ID: b3c1db9f-6477-4ba8-8eef-fb7fcb11106b
• Taxonomy: Benzenoids > Indenes and isoindenes
• IUPAC Name: 2-[(1S,8bR)-8-chloro-8b-[(2S,3S,5S,6R)-3,5-dihydroxy-5,6-dimethyl-4-oxooxan-2-yl]oxy-1-hydroxy-1H-cyclopenta[a]inden-7-yl]acetonitrile
• InChI: InChI=1S/C21H20ClNO6/c1-10-20(2,27)18(26)17(25)19(28-10)29-21-13(5-6-14(21)24)9-12-4-3-11(7-8-23)16(22)15(12)21/h3-6,9-10,14,17,19,24-25,27H,7H2,1-2H3/t10-,14+,17-,19+,20+,21+/m1/s1
• InChI Key: FMQYEPDNLFRUQP-LPYYISIISA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀ClNO₆
• Molecular Weight: 417.80 g/mol
• Exact Mass: 417.0979151 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• 2-[(1S,8bR)-8-chloro-8b-[(2S,3S,5S,6R)-3,5-dihydroxy-5,6-dimethyl-4-oxooxan-2-yl]oxy-1-hydroxy-1H-cyclopenta[a]inden-7-yl]acetonitrile

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9752	97.52%
Caco-2	-	0.7116	71.16%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5652	56.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8376	83.76%
OATP1B3 inhibitior	+	0.9012	90.12%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8664	86.64%
P-glycoprotein inhibitior	-	0.7196	71.96%
P-glycoprotein substrate	-	0.5249	52.49%
CYP3A4 substrate	+	0.7053	70.53%
CYP2C9 substrate	-	0.8107	81.07%
CYP2D6 substrate	-	0.8314	83.14%
CYP3A4 inhibition	-	0.5848	58.48%
CYP2C9 inhibition	+	0.5053	50.53%
CYP2C19 inhibition	+	0.5161	51.61%
CYP2D6 inhibition	-	0.7711	77.11%
CYP1A2 inhibition	-	0.5738	57.38%
CYP2C8 inhibition	+	0.4848	48.48%
CYP inhibitory promiscuity	+	0.8921	89.21%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8319	83.19%
Carcinogenicity (trinary)	Danger	0.5316	53.16%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.9630	96.30%
Skin irritation	-	0.6993	69.93%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.5654	56.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5241	52.41%
Micronuclear	+	0.5733	57.33%
Hepatotoxicity	+	0.5104	51.04%
skin sensitisation	-	0.7512	75.12%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.8050	80.50%
Acute Oral Toxicity (c)	III	0.4504	45.04%
Estrogen receptor binding	+	0.7720	77.20%
Androgen receptor binding	+	0.6364	63.64%
Thyroid receptor binding	+	0.7062	70.62%
Glucocorticoid receptor binding	+	0.7157	71.57%
Aromatase binding	+	0.7356	73.56%
PPAR gamma	+	0.7242	72.42%
Honey bee toxicity	-	0.6522	65.22%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9698	96.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.96%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.69%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	94.00%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.25%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.29%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.94%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	89.86%	94.73%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.28%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.30%	95.56%
CHEMBL1871	P10275	Androgen Receptor	87.83%	96.43%
CHEMBL1907	P15144	Aminopeptidase N	85.06%	93.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.96%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.67%	97.25%
CHEMBL5957	P21589	5'-nucleotidase	82.12%	97.78%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.23%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11704413
• LOTUS: LTS0067034
• wikiData: Q75067708