Macrosphelide L

Details

• Internal ID: 0f221654-ec46-455a-895d-68fccd33dfcc
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (4R,7Z,9R,10S,16S)-9-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadec-7-ene-2,6,12,15-tetrone
• SMILES (Canonical): CC1CC(=O)OC(C(=O)CCC(=O)OC(C(C=CC(=O)O1)O)C)C
• SMILES (Isomeric): C[C@@H]1CC(=O)O[C@H](C(=O)CCC(=O)O[C@H]([C@@H](/C=C\C(=O)O1)O)C)C
• InChI: InChI=1S/C16H22O8/c1-9-8-16(21)24-11(3)13(18)5-7-15(20)23-10(2)12(17)4-6-14(19)22-9/h4,6,9-12,17H,5,7-8H2,1-3H3/b6-4-/t9-,10+,11+,12-/m1/s1
• InChI Key: OJDUZZJLGZZTSF-RQKWENOMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₈
• Molecular Weight: 342.34 g/mol
• Exact Mass: 342.13146766 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.45
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8920	89.20%
Caco-2	-	0.5370	53.70%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6456	64.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8327	83.27%
OATP1B3 inhibitior	+	0.9275	92.75%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7499	74.99%
P-glycoprotein inhibitior	-	0.7078	70.78%
P-glycoprotein substrate	-	0.8071	80.71%
CYP3A4 substrate	+	0.5089	50.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8900	89.00%
CYP3A4 inhibition	-	0.8688	86.88%
CYP2C9 inhibition	-	0.9589	95.89%
CYP2C19 inhibition	-	0.9450	94.50%
CYP2D6 inhibition	-	0.9547	95.47%
CYP1A2 inhibition	-	0.8585	85.85%
CYP2C8 inhibition	-	0.9403	94.03%
CYP inhibitory promiscuity	-	0.9938	99.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7943	79.43%
Carcinogenicity (trinary)	Non-required	0.5911	59.11%
Eye corrosion	-	0.9263	92.63%
Eye irritation	-	0.9331	93.31%
Skin irritation	+	0.5489	54.89%
Skin corrosion	-	0.8301	83.01%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5322	53.22%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5990	59.90%
skin sensitisation	-	0.8295	82.95%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.5115	51.15%
Acute Oral Toxicity (c)	III	0.6470	64.70%
Estrogen receptor binding	-	0.5304	53.04%
Androgen receptor binding	-	0.7024	70.24%
Thyroid receptor binding	-	0.7699	76.99%
Glucocorticoid receptor binding	-	0.4811	48.11%
Aromatase binding	-	0.7165	71.65%
PPAR gamma	-	0.7474	74.74%
Honey bee toxicity	-	0.9175	91.75%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.7165	71.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.30%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.35%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.69%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.37%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.69%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.31%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.80%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.45%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101012947
• LOTUS: LTS0148730
• wikiData: Q77310941