Terrosamycin A

Details

• Internal ID: 77a98a1a-342d-4748-bc55-b3ac2c06db4b
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: (2R)-2-[(2S,3S,6R)-6-[[(2S,3R,5S,6R)-6-[[(2R,3S,5R,6S)-6-[(2R,3R,5R)-2,5-dihydroxy-5-[(2S,5S)-5-[(2R,5R,6S)-5-hydroxy-5,6-dimethyloxan-2-yl]-5-methyloxolan-2-yl]-3-methyl-4-oxohexyl]-6-hydroxy-3,5-dimethyloxan-2-yl]methyl]-6-hydroxy-3,5-dimethyloxan-2-yl]methyl]-3-methyloxan-2-yl]propanoic acid
• SMILES (Canonical): CC1CCC(OC1C(C)C(=O)O)CC2C(CC(C(O2)(CC3C(CC(C(O3)(CC(C(C)C(=O)C(C)(C4CCC(O4)(C)C5CCC(C(O5)C)(C)O)O)O)O)C)C)O)C)C
• SMILES (Isomeric): C[C@H]1CC[C@@H](O[C@@H]1[C@@H](C)C(=O)O)C[C@H]2[C@@H](C[C@@H]([C@](O2)(C[C@@H]3[C@H](C[C@H]([C@@](O3)(C[C@H]([C@@H](C)C(=O)[C@@](C)([C@@H]4CC[C@@](O4)(C)[C@H]5CC[C@@]([C@@H](O5)C)(C)O)O)O)O)C)C)O)C)C
• InChI: InChI=1S/C44H76O13/c1-23-12-13-31(54-37(23)29(7)39(47)48)20-33-24(2)18-27(5)44(52,55-33)22-34-25(3)19-26(4)43(51,56-34)21-32(45)28(6)38(46)42(11,50)36-15-17-41(10,57-36)35-14-16-40(9,49)30(8)53-35/h23-37,45,49-52H,12-22H2,1-11H3,(H,47,48)/t23-,24+,25-,26+,27-,28+,29+,30-,31+,32+,33-,34+,35+,36-,37-,40+,41-,42+,43-,44+/m0/s1
• InChI Key: AOWORCAWCUMUFI-YKGJABRQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₆O₁₃
• Molecular Weight: 813.10 g/mol
• Exact Mass: 812.52859247 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.13
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7339	73.39%
Caco-2	-	0.8782	87.82%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8012	80.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8493	84.93%
OATP1B3 inhibitior	+	0.8332	83.32%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8398	83.98%
P-glycoprotein inhibitior	+	0.7586	75.86%
P-glycoprotein substrate	+	0.6182	61.82%
CYP3A4 substrate	+	0.7292	72.92%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8813	88.13%
CYP3A4 inhibition	-	0.7647	76.47%
CYP2C9 inhibition	-	0.8925	89.25%
CYP2C19 inhibition	-	0.9107	91.07%
CYP2D6 inhibition	-	0.9572	95.72%
CYP1A2 inhibition	-	0.9411	94.11%
CYP2C8 inhibition	+	0.7265	72.65%
CYP inhibitory promiscuity	-	0.9592	95.92%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6424	64.24%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9100	91.00%
Skin irritation	-	0.5627	56.27%
Skin corrosion	-	0.8947	89.47%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6478	64.78%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5433	54.33%
skin sensitisation	-	0.9125	91.25%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7789	77.89%
Acute Oral Toxicity (c)	I	0.5743	57.43%
Estrogen receptor binding	+	0.8092	80.92%
Androgen receptor binding	+	0.7080	70.80%
Thyroid receptor binding	-	0.5524	55.24%
Glucocorticoid receptor binding	+	0.7678	76.78%
Aromatase binding	+	0.6460	64.60%
PPAR gamma	+	0.7744	77.44%
Honey bee toxicity	-	0.7632	76.32%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9331	93.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.12%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.35%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.22%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.24%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.73%	96.61%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.34%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	93.01%	97.14%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.76%	96.21%
CHEMBL220	P22303	Acetylcholinesterase	92.45%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.45%	93.56%
CHEMBL284	P27487	Dipeptidyl peptidase IV	91.39%	95.69%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.75%	96.47%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	89.52%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.24%	98.75%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.76%	85.31%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	88.71%	92.29%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.15%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.95%	96.77%
CHEMBL1795117	Q8TEK3	Histone-lysine N-methyltransferase, H3 lysine-79 specific	87.50%	93.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.72%	92.86%
CHEMBL2581	P07339	Cathepsin D	86.34%	98.95%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	85.86%	95.34%
CHEMBL2996	Q05655	Protein kinase C delta	85.53%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.65%	86.33%
CHEMBL206	P03372	Estrogen receptor alpha	84.50%	97.64%
CHEMBL2431	P31751	Serine/threonine-protein kinase AKT2	83.49%	98.33%
CHEMBL5255	O00206	Toll-like receptor 4	83.47%	92.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.33%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	83.32%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.81%	95.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.49%	96.90%
CHEMBL299	P17252	Protein kinase C alpha	82.06%	98.03%
CHEMBL5028	O14672	ADAM10	81.92%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.60%	94.45%
CHEMBL333	P08253	Matrix metalloproteinase-2	81.58%	96.31%
CHEMBL4581	P52732	Kinesin-like protein 1	81.11%	93.18%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.07%	89.00%
CHEMBL2514	O95665	Neurotensin receptor 2	80.87%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.85%	95.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.24%	96.38%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682974
• LOTUS: LTS0010755
• wikiData: Q104916005