Phomolactone A

Details

• Internal ID: 81699aab-7a2e-4032-b62f-90a632216444
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives
• IUPAC Name: (3R)-6-chloro-5,8-dihydroxy-3-propyl-3,4-dihydroisochromen-1-one
• SMILES (Canonical): CCCC1CC2=C(C(=CC(=C2O)Cl)O)C(=O)O1
• SMILES (Isomeric): CCC[C@@H]1CC2=C(C(=CC(=C2O)Cl)O)C(=O)O1
• InChI: InChI=1S/C12H13ClO4/c1-2-3-6-4-7-10(12(16)17-6)9(14)5-8(13)11(7)15/h5-6,14-15H,2-4H2,1H3/t6-/m1/s1
• InChI Key: SEIIWAQCIOACJZ-ZCFIWIBFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₃ClO₄
• Molecular Weight: 256.68 g/mol
• Exact Mass: 256.0502366 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• (3R)-6-chloro-5,8-dihydroxy-3-propyl-3,4-dihydroisochromen-1-one
• RefChem:173330
• CHEBI:225632

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9683	96.83%
Caco-2	+	0.8015	80.15%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6535	65.35%
OATP2B1 inhibitior	-	0.8524	85.24%
OATP1B1 inhibitior	+	0.8181	81.81%
OATP1B3 inhibitior	+	0.9103	91.03%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9794	97.94%
P-glycoprotein inhibitior	-	0.9568	95.68%
P-glycoprotein substrate	-	0.8662	86.62%
CYP3A4 substrate	+	0.5350	53.50%
CYP2C9 substrate	+	0.6383	63.83%
CYP2D6 substrate	-	0.8560	85.60%
CYP3A4 inhibition	-	0.7093	70.93%
CYP2C9 inhibition	+	0.5717	57.17%
CYP2C19 inhibition	-	0.6112	61.12%
CYP2D6 inhibition	-	0.8449	84.49%
CYP1A2 inhibition	+	0.5426	54.26%
CYP2C8 inhibition	-	0.7990	79.90%
CYP inhibitory promiscuity	-	0.5666	56.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7961	79.61%
Carcinogenicity (trinary)	Non-required	0.4901	49.01%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.5370	53.70%
Skin irritation	-	0.7000	70.00%
Skin corrosion	-	0.9045	90.45%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6425	64.25%
Micronuclear	-	0.7152	71.52%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7883	78.83%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5745	57.45%
Acute Oral Toxicity (c)	II	0.3767	37.67%
Estrogen receptor binding	+	0.8823	88.23%
Androgen receptor binding	+	0.6293	62.93%
Thyroid receptor binding	+	0.5905	59.05%
Glucocorticoid receptor binding	+	0.8404	84.04%
Aromatase binding	-	0.6088	60.88%
PPAR gamma	+	0.7562	75.62%
Honey bee toxicity	-	0.9541	95.41%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9901	99.01%

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	98.63%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.47%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.87%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.45%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.99%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.98%	94.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.83%	89.34%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.66%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.94%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.86%	95.89%
CHEMBL4208	P20618	Proteasome component C5	81.14%	90.00%
CHEMBL217	P14416	Dopamine D2 receptor	80.98%	95.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.10%	89.00%

Plants that contains it

• Laurus azorica

Cross-Links

• PubChem: 25227718
• LOTUS: LTS0029458
• wikiData: Q77510701