(4S,6S,8R,9Z,11E)-16-chloro-17,19-dihydroxy-4-methyl-3,7-dioxatricyclo[13.4.0.06,8]nonadeca-1(15),9,11,16,18-pentaene-2,13-dione

Details

• Internal ID: 7b242560-e7a6-4b8a-ab19-3bc463c4a50e
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives
• IUPAC Name: (4S,6S,8R,9Z,11E)-16-chloro-17,19-dihydroxy-4-methyl-3,7-dioxatricyclo[13.4.0.06,8]nonadeca-1(15),9,11,16,18-pentaene-2,13-dione
• SMILES (Canonical): CC1CC2C(O2)C=CC=CC(=O)CC3=C(C(=CC(=C3Cl)O)O)C(=O)O1
• SMILES (Isomeric): C[C@H]1C[C@H]2[C@H](O2)/C=C\C=C\C(=O)CC3=C(C(=CC(=C3Cl)O)O)C(=O)O1
• InChI: InChI=1S/C18H17ClO6/c1-9-6-15-14(25-15)5-3-2-4-10(20)7-11-16(18(23)24-9)12(21)8-13(22)17(11)19/h2-5,8-9,14-15,21-22H,6-7H2,1H3/b4-2+,5-3-/t9-,14+,15-/m0/s1
• InChI Key: WYZWZEOGROVVHK-HBELNICQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₇ClO₆
• Molecular Weight: 364.80 g/mol
• Exact Mass: 364.0713660 g/mol
• Topological Polar Surface Area (TPSA): 96.40 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9449	94.49%
Caco-2	-	0.5604	56.04%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5466	54.66%
OATP2B1 inhibitior	-	0.8626	86.26%
OATP1B1 inhibitior	+	0.8687	86.87%
OATP1B3 inhibitior	+	0.9449	94.49%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6879	68.79%
P-glycoprotein inhibitior	-	0.7462	74.62%
P-glycoprotein substrate	-	0.7832	78.32%
CYP3A4 substrate	+	0.6059	60.59%
CYP2C9 substrate	-	0.8045	80.45%
CYP2D6 substrate	-	0.8745	87.45%
CYP3A4 inhibition	+	0.5204	52.04%
CYP2C9 inhibition	-	0.5411	54.11%
CYP2C19 inhibition	-	0.7705	77.05%
CYP2D6 inhibition	-	0.8402	84.02%
CYP1A2 inhibition	-	0.7781	77.81%
CYP2C8 inhibition	-	0.6377	63.77%
CYP inhibitory promiscuity	-	0.8037	80.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7944	79.44%
Carcinogenicity (trinary)	Danger	0.6123	61.23%
Eye corrosion	-	0.9734	97.34%
Eye irritation	-	0.9430	94.30%
Skin irritation	-	0.6253	62.53%
Skin corrosion	-	0.8830	88.30%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4889	48.89%
Micronuclear	+	0.6701	67.01%
Hepatotoxicity	+	0.6927	69.27%
skin sensitisation	-	0.6667	66.67%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.4668	46.68%
Acute Oral Toxicity (c)	II	0.4023	40.23%
Estrogen receptor binding	+	0.8373	83.73%
Androgen receptor binding	+	0.6458	64.58%
Thyroid receptor binding	-	0.5950	59.50%
Glucocorticoid receptor binding	+	0.8461	84.61%
Aromatase binding	+	0.6996	69.96%
PPAR gamma	+	0.7113	71.13%
Honey bee toxicity	-	0.7710	77.10%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9877	98.77%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL5586	P16152	Carbonyl reductase [NADPH] 1	520 nM	Ki	via Super-PRED
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	1.2 nM	Kd	via Super-PRED
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	2.2 nM	Kd	via Super-PRED
CHEMBL1293294	P51151	Ras-related protein Rab-9A	562.3 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.31%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.09%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.14%	97.25%
CHEMBL4208	P20618	Proteasome component C5	92.46%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.39%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.32%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.35%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.06%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.21%	94.73%
CHEMBL2535	P11166	Glucose transporter	85.48%	98.75%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.50%	96.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.27%	89.34%
CHEMBL2581	P07339	Cathepsin D	83.03%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.89%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.06%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.94%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.87%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.08%	90.71%

Plants that contains it

• Alangium chinense

Cross-Links

• PubChem: 51535441
• NPASS: NPC181768
• LOTUS: LTS0242385
• wikiData: Q104667569