Phomolactone C

Details

• Internal ID: 526ee92b-a0a7-45d5-98ed-522ddaece686
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (3R)-7,8-dihydroxy-3-propyl-3,4-dihydroisochromen-1-one
• InChI: InChI=1S/C12H14O4/c1-2-3-8-6-7-4-5-9(13)11(14)10(7)12(15)16-8/h4-5,8,13-14H,2-3,6H2,1H3/t8-/m1/s1
• InChI Key: QMRKBQDMSRODGM-MRVPVSSYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.24 g/mol
• Exact Mass: 222.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• (3R)-7,8-dihydroxy-3-propyl-3,4-dihydroisochromen-1-one
• RefChem:173332
• CHEBI:226722

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8128	81.28%
Caco-2	+	0.6989	69.89%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5503	55.03%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.8545	85.45%
OATP1B3 inhibitior	+	0.9538	95.38%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9615	96.15%
P-glycoprotein inhibitior	-	0.9678	96.78%
P-glycoprotein substrate	-	0.8410	84.10%
CYP3A4 substrate	-	0.5715	57.15%
CYP2C9 substrate	-	0.5482	54.82%
CYP2D6 substrate	-	0.8507	85.07%
CYP3A4 inhibition	-	0.8574	85.74%
CYP2C9 inhibition	-	0.6752	67.52%
CYP2C19 inhibition	-	0.5530	55.30%
CYP2D6 inhibition	-	0.8960	89.60%
CYP1A2 inhibition	+	0.7415	74.15%
CYP2C8 inhibition	-	0.8946	89.46%
CYP inhibitory promiscuity	-	0.8110	81.10%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6167	61.67%
Eye corrosion	-	0.9887	98.87%
Eye irritation	+	0.6968	69.68%
Skin irritation	-	0.6447	64.47%
Skin corrosion	-	0.8971	89.71%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5582	55.82%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6198	61.98%
skin sensitisation	-	0.7178	71.78%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5629	56.29%
Acute Oral Toxicity (c)	III	0.5308	53.08%
Estrogen receptor binding	+	0.8371	83.71%
Androgen receptor binding	+	0.6423	64.23%
Thyroid receptor binding	-	0.5161	51.61%
Glucocorticoid receptor binding	+	0.7300	73.00%
Aromatase binding	-	0.6911	69.11%
PPAR gamma	+	0.6055	60.55%
Honey bee toxicity	-	0.9714	97.14%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9605	96.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.94%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.24%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.44%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.43%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.37%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.64%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.61%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.74%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	84.22%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.67%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.71%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.67%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.50%	94.00%

Plants that contains it

• Laurus azorica

Cross-Links

• PubChem: 25227720
• LOTUS: LTS0057336
• wikiData: Q77512357