Reveromycin K

Details

• Internal ID: de673491-c7f7-40e4-a4f7-6e4b12ce13a1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: 4-[[(2S,3R,6S,8R,9S)-3-butyl-8-[(2E,4E,6S,7S,8E)-9-carboxy-6-hydroxy-3,7-dimethylnona-2,4,8-trienyl]-2-[(1E,3E)-4-carboxy-3-methylbuta-1,3-dienyl]-9-methyl-1,7-dioxaspiro[5.5]undecan-3-yl]oxycarbonyl]furan-2-carboxylic acid
• InChI: InChI=1S/C38H50O12/c1-6-7-17-37(50-36(46)28-22-31(35(44)45)47-23-28)19-20-38(49-32(37)14-10-25(3)21-34(42)43)18-16-27(5)30(48-38)13-9-24(2)8-12-29(39)26(4)11-15-33(40)41/h8-12,14-15,21-23,26-27,29-30,32,39H,6-7,13,16-20H2,1-5H3,(H,40,41)(H,42,43)(H,44,45)/b12-8+,14-10+,15-11+,24-9+,25-21+/t26-,27-,29-,30+,32-,37+,38-/m0/s1
• InChI Key: ZBIIEXHGHPBXDS-ICLBWEOJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₀O₁₂
• Molecular Weight: 698.80 g/mol
• Exact Mass: 698.33022703 g/mol
• Topological Polar Surface Area (TPSA): 190.00 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 6.87
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 16

Synonyms

• 4-((((2S,3R,6S,8R,9S)-3-butyl-2-((1E,3E)-4-carboxy-3-methylbuta-1,3-dien-1-yl)-8-((2E,4E,6S,7S,8E)-9-carboxy-6-hydroxy-3,7-dimethylnona-2,4,8-trien-1-yl)-9-methyl-1,7-dioxaspiro(5.5)undecan-3-yl)oxy)carbonyl)furan-2-carboxylate
• 4-(((2S,3R,6S,8R,9S)-3-butyl-8-((2E,4E,6S,7S,8E)-9-carboxy-6-hydroxy-3,7-dimethylnona-2,4,8-trienyl)-2-((1E,3E)-4-carboxy-3-methylbuta-1,3-dienyl)-9-methyl-1,7-dioxaspiro(5.5)undecan-3-yl)oxycarbonyl)furan-2-carboxylic acid
• 4-({[(2S,3R,6S,8R,9S)-3-butyl-2-[(1E,3E)-4-carboxy-3-methylbuta-1,3-dien-1-yl]-8-[(2E,4E,6S,7S,8E)-9-carboxy-6-hydroxy-3,7-dimethylnona-2,4,8-trien-1-yl]-9-methyl-1,7-dioxaspiro[5.5]undecan-3-yl]oxy}carbonyl)furan-2-carboxylate
• 4-[[(2S,3R,6S,8R,9S)-3-butyl-8-[(2E,4E,6S,7S,8E)-9-carboxy-6-hydroxy-3,7-dimethylnona-2,4,8-trienyl]-2-[(1E,3E)-4-carboxy-3-methylbuta-1,3-dienyl]-9-methyl-1,7-dioxaspiro[5.5]undecan-3-yl]oxycarbonyl]furan-2-carboxylic acid
• RefChem:179029
• CHEBI:214562
• 4-[[(2S,3R,6S,8R,9S)-3-butyl-8-[(2E,4E,6S,7S,8E)-9-carboxy-6-hydroxy-3,7-dimethylnona-2,4,8-trienyl]-2-[(1E,3E)-4-carboxy-3-methylbuta-1,3-dienyl]-9-methyl-1,7-dioxaspiro[5.5]undecan-3-yl]oxycarbonyl]uran-2-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9731	97.31%
Caco-2	-	0.8537	85.37%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7642	76.42%
OATP2B1 inhibitior	+	0.5659	56.59%
OATP1B1 inhibitior	+	0.8190	81.90%
OATP1B3 inhibitior	-	0.2653	26.53%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9751	97.51%
P-glycoprotein inhibitior	+	0.8090	80.90%
P-glycoprotein substrate	+	0.7330	73.30%
CYP3A4 substrate	+	0.7166	71.66%
CYP2C9 substrate	-	0.5971	59.71%
CYP2D6 substrate	-	0.8900	89.00%
CYP3A4 inhibition	+	0.5376	53.76%
CYP2C9 inhibition	-	0.8768	87.68%
CYP2C19 inhibition	-	0.8319	83.19%
CYP2D6 inhibition	-	0.9149	91.49%
CYP1A2 inhibition	-	0.8252	82.52%
CYP2C8 inhibition	+	0.7989	79.89%
CYP inhibitory promiscuity	-	0.7590	75.90%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4815	48.15%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9198	91.98%
Skin irritation	-	0.5877	58.77%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6993	69.93%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6068	60.68%
skin sensitisation	-	0.8511	85.11%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8447	84.47%
Acute Oral Toxicity (c)	I	0.3948	39.48%
Estrogen receptor binding	+	0.8598	85.98%
Androgen receptor binding	+	0.7379	73.79%
Thyroid receptor binding	+	0.5750	57.50%
Glucocorticoid receptor binding	+	0.7947	79.47%
Aromatase binding	+	0.6165	61.65%
PPAR gamma	+	0.7507	75.07%
Honey bee toxicity	-	0.7084	70.84%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9952	99.52%

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	97.01%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.95%	90.17%
CHEMBL2581	P07339	Cathepsin D	95.71%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.05%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.35%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.67%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.94%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.05%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.36%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	85.10%	94.73%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.07%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.81%	97.14%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	84.17%	96.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.52%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.10%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.50%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.41%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.78%	96.00%
CHEMBL2061	P19793	Retinoid X receptor alpha	80.62%	91.67%
CHEMBL5255	O00206	Toll-like receptor 4	80.52%	92.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 53310730
• LOTUS: LTS0190331
• wikiData: Q77497077