Phomolactone B

Details

• Internal ID: 5f2fabc3-1017-41ae-87a8-134c650a4fbc
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives
• IUPAC Name: (3R)-5,8-dihydroxy-3-propyl-3,4-dihydroisochromen-1-one
• SMILES (Canonical): CCCC1CC2=C(C=CC(=C2C(=O)O1)O)O
• SMILES (Isomeric): CCC[C@@H]1CC2=C(C=CC(=C2C(=O)O1)O)O
• InChI: InChI=1S/C12H14O4/c1-2-3-7-6-8-9(13)4-5-10(14)11(8)12(15)16-7/h4-5,7,13-14H,2-3,6H2,1H3/t7-/m1/s1
• InChI Key: QCSZJTQLDKTFCT-SSDOTTSWSA-N
• Popularity: 0 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)-5,8-dihydroxy-3-propyl-3,4-dihydroisochromen-1-one
• RefChem:173331
• CHEBI:202916

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9580	95.80%
Caco-2	+	0.7716	77.16%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5862	58.62%
OATP2B1 inhibitior	-	0.8524	85.24%
OATP1B1 inhibitior	+	0.8998	89.98%
OATP1B3 inhibitior	+	0.9362	93.62%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9683	96.83%
P-glycoprotein inhibitior	-	0.9762	97.62%
P-glycoprotein substrate	-	0.8828	88.28%
CYP3A4 substrate	-	0.5969	59.69%
CYP2C9 substrate	+	0.6458	64.58%
CYP2D6 substrate	-	0.8473	84.73%
CYP3A4 inhibition	-	0.6715	67.15%
CYP2C9 inhibition	-	0.6125	61.25%
CYP2C19 inhibition	+	0.6083	60.83%
CYP2D6 inhibition	-	0.8554	85.54%
CYP1A2 inhibition	+	0.7367	73.67%
CYP2C8 inhibition	-	0.9203	92.03%
CYP inhibitory promiscuity	-	0.6803	68.03%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5940	59.40%
Eye corrosion	-	0.9859	98.59%
Eye irritation	+	0.5969	59.69%
Skin irritation	-	0.7068	70.68%
Skin corrosion	-	0.9050	90.50%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6103	61.03%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.6728	67.28%
skin sensitisation	-	0.7879	78.79%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7396	73.96%
Acute Oral Toxicity (c)	III	0.5989	59.89%
Estrogen receptor binding	+	0.8031	80.31%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5357	53.57%
Glucocorticoid receptor binding	+	0.7032	70.32%
Aromatase binding	-	0.8379	83.79%
PPAR gamma	+	0.6653	66.53%
Honey bee toxicity	-	0.9663	96.63%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9501	95.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.66%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.39%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.31%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.92%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.21%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.64%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.48%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	83.71%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.02%	89.00%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.84%	96.37%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.92%	93.65%

Plants that contains it

• Laurus azorica

Cross-Links

• PubChem: 25227719
• LOTUS: LTS0044858
• wikiData: Q77374288