ansacarbamitocin A

Details

• Internal ID: 57afe972-058e-4a7a-844a-08d2a0bf2fbe
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides
• IUPAC Name: [(2S,3S,4S,5S,6S)-3-carbamoyloxy-6-[(1S,2R,3S,5S,6S,16E,18E,20R,21S)-11-chloro-12,21-dihydroxy-20-methoxy-2,5,16-trimethyl-6-(methylcarbamoyloxy)-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.03,5]hexacosa-10,12,14(26),16,18-pentaen-9-yl]-5-hydroxy-4-methoxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC1C2CC(C(C=CC=C(CC3=CC(=C(C(=C3)O)Cl)N(C(=O)CC(C4(C1O4)C)OC(=O)NC)C5C(C(C(C(O5)COC(=O)C)OC(=O)N)OC)O)C)OC)(NC(=O)O2)O
• SMILES (Isomeric): C[C@@H]1[C@@H]2C[C@]([C@@H](/C=C/C=C(/CC3=CC(=C(C(=C3)O)Cl)N(C(=O)C[C@@H]([C@]4([C@H]1O4)C)OC(=O)NC)[C@@H]5[C@H]([C@@H]([C@H]([C@@H](O5)COC(=O)C)OC(=O)N)OC)O)\C)OC)(NC(=O)O2)O
• InChI: InChI=1S/C38H51ClN4O16/c1-17-9-8-10-25(52-6)38(51)15-23(56-36(50)42-38)18(2)32-37(4,59-32)26(57-35(49)41-5)14-27(46)43(21-12-20(11-17)13-22(45)28(21)39)33-29(47)31(53-7)30(58-34(40)48)24(55-33)16-54-19(3)44/h8-10,12-13,18,23-26,29-33,45,47,51H,11,14-16H2,1-7H3,(H2,40,48)(H,41,49)(H,42,50)/b10-8+,17-9+/t18-,23+,24+,25-,26+,29+,30+,31+,32+,33+,37+,38+/m1/s1
• InChI Key: ITACDTCLIHYDGL-OBMQOXPTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₁ClN₄O₁₆
• Molecular Weight: 855.30 g/mol
• Exact Mass: 854.2988592 g/mol
• Topological Polar Surface Area (TPSA): 277.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 1.68
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9064	90.64%
Caco-2	-	0.8585	85.85%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Lysosomes	0.5365	53.65%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.8148	81.48%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9564	95.64%
P-glycoprotein inhibitior	+	0.7695	76.95%
P-glycoprotein substrate	+	0.8023	80.23%
CYP3A4 substrate	+	0.7485	74.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8566	85.66%
CYP3A4 inhibition	-	0.8218	82.18%
CYP2C9 inhibition	-	0.7888	78.88%
CYP2C19 inhibition	-	0.7853	78.53%
CYP2D6 inhibition	-	0.8872	88.72%
CYP1A2 inhibition	-	0.8507	85.07%
CYP2C8 inhibition	+	0.7787	77.87%
CYP inhibitory promiscuity	-	0.8473	84.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.4494	44.94%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.9109	91.09%
Skin irritation	-	0.7669	76.69%
Skin corrosion	-	0.9187	91.87%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4266	42.66%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5677	56.77%
skin sensitisation	-	0.8357	83.57%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.5946	59.46%
Acute Oral Toxicity (c)	III	0.5871	58.71%
Estrogen receptor binding	+	0.8369	83.69%
Androgen receptor binding	+	0.7379	73.79%
Thyroid receptor binding	+	0.6402	64.02%
Glucocorticoid receptor binding	+	0.7653	76.53%
Aromatase binding	+	0.6455	64.55%
PPAR gamma	+	0.7984	79.84%
Honey bee toxicity	-	0.5524	55.24%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9796	97.96%

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	99.73%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	99.45%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.40%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.31%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.23%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	99.12%	83.82%
CHEMBL1914	P06276	Butyrylcholinesterase	95.82%	95.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.43%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	94.22%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.53%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.89%	97.09%
CHEMBL3437	Q16853	Amine oxidase, copper containing	92.88%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.34%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.06%	94.00%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	91.87%	97.03%
CHEMBL261	P00915	Carbonic anhydrase I	91.73%	96.76%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.12%	94.80%
CHEMBL221	P23219	Cyclooxygenase-1	88.80%	90.17%
CHEMBL4208	P20618	Proteasome component C5	88.26%	90.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	86.69%	85.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	86.46%	97.53%
CHEMBL204	P00734	Thrombin	86.37%	96.01%
CHEMBL340	P08684	Cytochrome P450 3A4	86.00%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.99%	96.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.47%	91.03%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.35%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.80%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.67%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.26%	96.90%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.22%	91.07%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.02%	97.28%
CHEMBL2581	P07339	Cathepsin D	82.81%	98.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.67%	89.50%
CHEMBL5028	O14672	ADAM10	81.90%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.55%	97.14%
CHEMBL3474	P14555	Phospholipase A2 group IIA	81.35%	94.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.78%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.62%	96.21%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101443096
• LOTUS: LTS0005579
• wikiData: Q77376536