Chlorotonil C1

Details

• Internal ID: 2a523514-c2ad-4397-9563-1d1c4bc7f4d5
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1S,2R,3Z,5E,7S,10S,14R,15R,16R,20S)-12-chloro-13-hydroxy-2,7,10,16-tetramethyl-8-oxatricyclo[12.8.0.015,20]docosa-3,5,12,21-tetraene-9,11-dione
• SMILES (Canonical): CC1CCCC2C1C3C(C=C2)C(C=CC=CC(OC(=O)C(C(=O)C(=C3O)Cl)C)C)C
• SMILES (Isomeric): C[C@@H]1CCC[C@@H]2[C@@H]1[C@H]3[C@@H](C=C2)[C@@H](/C=C\C=C\[C@@H](OC(=O)[C@H](C(=O)C(=C3O)Cl)C)C)C
• InChI: InChI=1S/C25H33ClO4/c1-14-8-5-6-10-16(3)30-25(29)17(4)23(27)22(26)24(28)21-19(14)13-12-18-11-7-9-15(2)20(18)21/h5-6,8,10,12-21,28H,7,9,11H2,1-4H3/b8-5-,10-6+,24-22?/t14-,15-,16+,17+,18+,19+,20-,21-/m1/s1
• InChI Key: ZDZUJCWDEUTDAT-SDCKYNMJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₃ClO₄
• Molecular Weight: 433.00 g/mol
• Exact Mass: 432.2067372 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 5.75
• H-Bond Acceptor: 4
• 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	+	0.9886	98.86%
Caco-2	+	0.5590	55.90%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4992	49.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8573	85.73%
OATP1B3 inhibitior	+	0.9130	91.30%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6495	64.95%
P-glycoprotein inhibitior	+	0.7190	71.90%
P-glycoprotein substrate	-	0.7369	73.69%
CYP3A4 substrate	+	0.6305	63.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8867	88.67%
CYP3A4 inhibition	-	0.8602	86.02%
CYP2C9 inhibition	-	0.8155	81.55%
CYP2C19 inhibition	-	0.8973	89.73%
CYP2D6 inhibition	-	0.9201	92.01%
CYP1A2 inhibition	-	0.6180	61.80%
CYP2C8 inhibition	-	0.7044	70.44%
CYP inhibitory promiscuity	-	0.9490	94.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8370	83.70%
Carcinogenicity (trinary)	Non-required	0.4513	45.13%
Eye corrosion	-	0.9770	97.70%
Eye irritation	-	0.9661	96.61%
Skin irritation	-	0.5329	53.29%
Skin corrosion	-	0.8765	87.65%
Ames mutagenesis	-	0.6307	63.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.7826	78.26%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.7297	72.97%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.8040	80.40%
Acute Oral Toxicity (c)	III	0.5067	50.67%
Estrogen receptor binding	+	0.6495	64.95%
Androgen receptor binding	+	0.6759	67.59%
Thyroid receptor binding	+	0.6167	61.67%
Glucocorticoid receptor binding	+	0.7628	76.28%
Aromatase binding	+	0.5669	56.69%
PPAR gamma	+	0.5934	59.34%
Honey bee toxicity	-	0.8493	84.93%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9967	99.67%

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	94.78%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.07%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	92.68%	83.82%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	92.48%	83.57%
CHEMBL3401	O75469	Pregnane X receptor	88.86%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.56%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.33%	93.40%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.17%	86.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.47%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.37%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.22%	94.80%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.12%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684663
• LOTUS: LTS0122974
• wikiData: Q105372951