Cis-7-chloro-4-hydroxymellein

Details

• Internal ID: af9870f4-8c1c-464d-8764-1bbbf4b00f68
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3R,4R)-7-chloro-4,8-dihydroxy-3-methyl-3,4-dihydroisochromen-1-one
• SMILES (Canonical): CC1C(C2=C(C(=C(C=C2)Cl)O)C(=O)O1)O
• SMILES (Isomeric): C[C@@H]1[C@@H](C2=C(C(=C(C=C2)Cl)O)C(=O)O1)O
• InChI: InChI=1S/C10H9ClO4/c1-4-8(12)5-2-3-6(11)9(13)7(5)10(14)15-4/h2-4,8,12-13H,1H3/t4-,8+/m1/s1
• InChI Key: FHGHJJYPQAOONX-VHWMUFPASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₉ClO₄
• Molecular Weight: 228.63 g/mol
• Exact Mass: 228.0189365 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.64
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• (3R)-3alpha-Methyl-4alpha,8-dihydroxy-7-chloro-3,4-dihydro-1H-2-benzopyran-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9762	97.62%
Caco-2	-	0.6894	68.94%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5634	56.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8232	82.32%
OATP1B3 inhibitior	+	0.9306	93.06%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9560	95.60%
P-glycoprotein inhibitior	-	0.9636	96.36%
P-glycoprotein substrate	-	0.9392	93.92%
CYP3A4 substrate	+	0.5436	54.36%
CYP2C9 substrate	-	0.5879	58.79%
CYP2D6 substrate	-	0.8552	85.52%
CYP3A4 inhibition	-	0.8453	84.53%
CYP2C9 inhibition	+	0.6557	65.57%
CYP2C19 inhibition	-	0.8468	84.68%
CYP2D6 inhibition	-	0.8627	86.27%
CYP1A2 inhibition	+	0.6747	67.47%
CYP2C8 inhibition	-	0.7695	76.95%
CYP inhibitory promiscuity	-	0.6163	61.63%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8368	83.68%
Carcinogenicity (trinary)	Danger	0.4267	42.67%
Eye corrosion	-	0.9484	94.84%
Eye irritation	-	0.7684	76.84%
Skin irritation	+	0.5785	57.85%
Skin corrosion	-	0.9325	93.25%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8774	87.74%
Micronuclear	+	0.7848	78.48%
Hepatotoxicity	+	0.8024	80.24%
skin sensitisation	-	0.7275	72.75%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.4581	45.81%
Acute Oral Toxicity (c)	III	0.3987	39.87%
Estrogen receptor binding	-	0.5851	58.51%
Androgen receptor binding	-	0.4899	48.99%
Thyroid receptor binding	-	0.6354	63.54%
Glucocorticoid receptor binding	-	0.5896	58.96%
Aromatase binding	-	0.8318	83.18%
PPAR gamma	+	0.5459	54.59%
Honey bee toxicity	-	0.9524	95.24%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6547	65.47%
Fish aquatic toxicity	+	0.9601	96.01%

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	97.02%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.03%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.50%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.22%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.35%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.24%	98.95%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.14%	100.00%

Plants that contains it

• Achyranthes aspera var. indica
• Achyrocline tomentosa
• Alhagi maurorum
• Allium angulosum
• Anemonella thalictroides
• Erythrophleum chlorostachys
• Goniothalamus dolichocarpus
• Guettarda platypoda
• Helicia nilagirica
• Lessingianthus brevifolius
• Lobelia inflata
• Phaleria macrocarpa
• Pistacia chinensis
• Pulicaria insignis
• Shirakiopsis indica
• Tecomella undulata

Cross-Links

• PubChem: 102258988
• NPASS: NPC178881
• LOTUS: LTS0048377
• wikiData: Q77566833