Sarubicin A

Details

• Internal ID: 7cec3242-2f15-4d80-9f4f-9764042551e9
• Taxonomy: Organic nitrogen compounds > Organonitrogen compounds > Quinonimines > O-quinonimines
• IUPAC Name: (1S,8R,10R,11R)-1,6,11-trihydroxy-4-imino-10-methyl-3-oxo-9-oxatricyclo[6.2.2.02,7]dodeca-2(7),5-diene-5-carboxamide
• SMILES (Canonical): CC1C2(C(CC(O1)C3=C2C(=O)C(=N)C(=C3O)C(=O)N)O)O
• SMILES (Isomeric): C[C@@H]1[C@]2([C@@H](C[C@@H](O1)C3=C2C(=O)C(=N)C(=C3O)C(=O)N)O)O
• InChI: InChI=1S/C13H14N2O6/c1-3-13(20)5(16)2-4(21-3)6-8(13)11(18)9(14)7(10(6)17)12(15)19/h3-5,14,16-17,20H,2H2,1H3,(H2,15,19)/t3-,4-,5-,13-/m1/s1
• InChI Key: XGXZRIYLDVKOFX-BEWJSZONSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄N₂O₆
• Molecular Weight: 294.26 g/mol
• Exact Mass: 294.08518617 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -1.53
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5828	58.28%
Caco-2	-	0.9209	92.09%
Blood Brain Barrier	-	0.8879	88.79%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4228	42.28%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9335	93.35%
OATP1B3 inhibitior	+	0.9538	95.38%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9802	98.02%
BSEP inhibitior	-	0.9150	91.50%
P-glycoprotein inhibitior	-	0.9050	90.50%
P-glycoprotein substrate	-	0.6353	63.53%
CYP3A4 substrate	+	0.5632	56.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8760	87.60%
CYP3A4 inhibition	-	0.9329	93.29%
CYP2C9 inhibition	-	0.8265	82.65%
CYP2C19 inhibition	-	0.7985	79.85%
CYP2D6 inhibition	-	0.9146	91.46%
CYP1A2 inhibition	-	0.7798	77.98%
CYP2C8 inhibition	-	0.9218	92.18%
CYP inhibitory promiscuity	-	0.8248	82.48%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5159	51.59%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.7952	79.52%
Skin irritation	-	0.7533	75.33%
Skin corrosion	-	0.9227	92.27%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7045	70.45%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.6033	60.33%
skin sensitisation	-	0.8244	82.44%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.6250	62.50%
Acute Oral Toxicity (c)	III	0.5104	51.04%
Estrogen receptor binding	+	0.7966	79.66%
Androgen receptor binding	+	0.5644	56.44%
Thyroid receptor binding	-	0.5642	56.42%
Glucocorticoid receptor binding	+	0.6584	65.84%
Aromatase binding	+	0.5604	56.04%
PPAR gamma	+	0.7924	79.24%
Honey bee toxicity	-	0.9066	90.66%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.6453	64.53%

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	95.16%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.17%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.76%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.23%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	86.41%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.30%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.97%	95.56%
CHEMBL2581	P07339	Cathepsin D	84.63%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.04%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.56%	96.61%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.31%	94.42%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139589109
• LOTUS: LTS0042201
• wikiData: Q105327905