Macrosphelide C

Details

• Internal ID: 24ac4ecd-732f-46e3-8647-3e91dba172a9
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (4S,7E,10S,13E,15R,16S)-15-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione
• SMILES (Canonical): CC1CC=CC(=O)OC(CC(=O)OC(C(C=CC(=O)O1)O)C)C
• SMILES (Isomeric): C[C@H]1C/C=C/C(=O)O[C@H](CC(=O)O[C@H]([C@@H](/C=C/C(=O)O1)O)C)C
• InChI: InChI=1S/C16H22O7/c1-10-5-4-6-14(18)22-11(2)9-16(20)23-12(3)13(17)7-8-15(19)21-10/h4,6-8,10-13,17H,5,9H2,1-3H3/b6-4+,8-7+/t10-,11-,12-,13+/m0/s1
• InChI Key: LHDGUPDIEZSEGS-HRABQTKNSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₇
• Molecular Weight: 326.34 g/mol
• Exact Mass: 326.13655304 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.05
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• (4S,7E,10S,13E,15R,16S)-15-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione
• RefChem:155022
• CHEBI:201564

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8822	88.22%
Caco-2	+	0.6000	60.00%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6504	65.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8651	86.51%
OATP1B3 inhibitior	+	0.9341	93.41%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8780	87.80%
P-glycoprotein inhibitior	-	0.7981	79.81%
P-glycoprotein substrate	-	0.7988	79.88%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8895	88.95%
CYP3A4 inhibition	-	0.9037	90.37%
CYP2C9 inhibition	-	0.9595	95.95%
CYP2C19 inhibition	-	0.9558	95.58%
CYP2D6 inhibition	-	0.9601	96.01%
CYP1A2 inhibition	-	0.9402	94.02%
CYP2C8 inhibition	-	0.9754	97.54%
CYP inhibitory promiscuity	-	0.9901	99.01%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7786	77.86%
Carcinogenicity (trinary)	Non-required	0.4811	48.11%
Eye corrosion	-	0.8952	89.52%
Eye irritation	-	0.9511	95.11%
Skin irritation	-	0.6488	64.88%
Skin corrosion	-	0.8961	89.61%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4745	47.45%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5865	58.65%
skin sensitisation	-	0.7568	75.68%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.4777	47.77%
Acute Oral Toxicity (c)	III	0.5363	53.63%
Estrogen receptor binding	-	0.6079	60.79%
Androgen receptor binding	-	0.7730	77.30%
Thyroid receptor binding	-	0.6924	69.24%
Glucocorticoid receptor binding	+	0.5695	56.95%
Aromatase binding	-	0.5965	59.65%
PPAR gamma	-	0.6829	68.29%
Honey bee toxicity	-	0.9239	92.39%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.6710	67.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.46%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.19%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.88%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.76%	90.71%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.69%	86.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.49%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.48%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.85%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11198166
• LOTUS: LTS0247824
• wikiData: Q77310229