Torrubiellutin A

Details

• Internal ID: dfe3cda4-7bf2-4b11-b7e3-8796ecdcdf5b
• Taxonomy: Phenylpropanoids and polyketides > Macrolide lactams
• IUPAC Name: (3S,6E,8R,9S,10Z,12S,13R,14R,15S)-3-benzyl-9,13-dihydroxy-4,8,10,12,14,15-hexamethyl-1-oxa-4-azacyclopentadeca-6,10-diene-2,5-dione
• SMILES (Canonical): CC1C=CC(=O)N(C(C(=O)OC(C(C(C(C=C(C1O)C)C)O)C)C)CC2=CC=CC=C2)C
• SMILES (Isomeric): C[C@@H]1/C=C/C(=O)N([C@H](C(=O)O[C@H]([C@@H]([C@@H]([C@H](/C=C(\[C@H]1O)/C)C)O)C)C)CC2=CC=CC=C2)C
• InChI: InChI=1S/C26H37NO5/c1-16-12-13-23(28)27(6)22(15-21-10-8-7-9-11-21)26(31)32-20(5)19(4)25(30)18(3)14-17(2)24(16)29/h7-14,16,18-20,22,24-25,29-30H,15H2,1-6H3/b13-12+,17-14-/t16-,18+,19+,20+,22+,24+,25-/m1/s1
• InChI Key: SQRHAWJNRYYSGK-AHYNVWOCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₇NO₅
• Molecular Weight: 443.60 g/mol
• Exact Mass: 443.26717328 g/mol
• Topological Polar Surface Area (TPSA): 87.10 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8689	86.89%
Caco-2	+	0.5076	50.76%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.3931	39.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8722	87.22%
OATP1B3 inhibitior	+	0.9278	92.78%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9469	94.69%
P-glycoprotein inhibitior	+	0.7333	73.33%
P-glycoprotein substrate	-	0.5088	50.88%
CYP3A4 substrate	+	0.6051	60.51%
CYP2C9 substrate	-	0.6095	60.95%
CYP2D6 substrate	-	0.8873	88.73%
CYP3A4 inhibition	-	0.8641	86.41%
CYP2C9 inhibition	-	0.8459	84.59%
CYP2C19 inhibition	-	0.8215	82.15%
CYP2D6 inhibition	-	0.9014	90.14%
CYP1A2 inhibition	-	0.8731	87.31%
CYP2C8 inhibition	-	0.7306	73.06%
CYP inhibitory promiscuity	-	0.9540	95.40%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8113	81.13%
Carcinogenicity (trinary)	Non-required	0.5740	57.40%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9605	96.05%
Skin irritation	-	0.7448	74.48%
Skin corrosion	-	0.9463	94.63%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7079	70.79%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8741	87.41%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7987	79.87%
Acute Oral Toxicity (c)	III	0.5853	58.53%
Estrogen receptor binding	+	0.7001	70.01%
Androgen receptor binding	+	0.5663	56.63%
Thyroid receptor binding	+	0.5996	59.96%
Glucocorticoid receptor binding	+	0.7268	72.68%
Aromatase binding	-	0.5094	50.94%
PPAR gamma	-	0.5317	53.17%
Honey bee toxicity	-	0.8673	86.73%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.7345	73.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.14%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.42%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.19%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.87%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.04%	86.33%
CHEMBL5805	Q9NR97	Toll-like receptor 8	82.56%	96.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.33%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.73%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	80.06%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44204106
• LOTUS: LTS0231500
• wikiData: Q77494673