Petiolin B

Details

• Internal ID: ba4cbdab-7b0b-4a28-aa69-f3e88e202ae2
• Taxonomy: Organoheterocyclic compounds > Pyrans
• IUPAC Name: 5-hydroxy-2,8,8-trimethyl-6-(2-methylbutanoyl)-2-(4-methylpent-3-enyl)chromen-7-one
• InChI: InChI=1S/C23H32O4/c1-8-15(4)18(24)17-19(25)16-11-13-23(7,12-9-10-14(2)3)27-21(16)22(5,6)20(17)26/h10-11,13,15,25H,8-9,12H2,1-7H3
• InChI Key: ZNBKWHSUBCVVCC-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂O₄
• Molecular Weight: 372.50 g/mol
• Exact Mass: 372.23005950 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.37
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• CHEMBL524835

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	+	0.7768	77.68%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6537	65.37%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.7329	73.29%
OATP1B3 inhibitior	+	0.9736	97.36%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7617	76.17%
P-glycoprotein inhibitior	-	0.4867	48.67%
P-glycoprotein substrate	-	0.6982	69.82%
CYP3A4 substrate	+	0.5830	58.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8791	87.91%
CYP3A4 inhibition	+	0.5450	54.50%
CYP2C9 inhibition	-	0.8508	85.08%
CYP2C19 inhibition	-	0.9046	90.46%
CYP2D6 inhibition	-	0.9079	90.79%
CYP1A2 inhibition	-	0.7847	78.47%
CYP2C8 inhibition	-	0.6549	65.49%
CYP inhibitory promiscuity	-	0.7868	78.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6243	62.43%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9005	90.05%
Skin irritation	+	0.5194	51.94%
Skin corrosion	-	0.8825	88.25%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7382	73.82%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.6338	63.38%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5929	59.29%
Acute Oral Toxicity (c)	III	0.7586	75.86%
Estrogen receptor binding	+	0.7696	76.96%
Androgen receptor binding	-	0.5501	55.01%
Thyroid receptor binding	+	0.7187	71.87%
Glucocorticoid receptor binding	+	0.7061	70.61%
Aromatase binding	+	0.7120	71.20%
PPAR gamma	+	0.8061	80.61%
Honey bee toxicity	-	0.8851	88.51%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9447	94.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.36%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.97%	91.11%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	96.24%	83.57%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.11%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.52%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	93.05%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	92.97%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.80%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.55%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.06%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.11%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.11%	86.92%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.85%	89.34%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.65%	92.88%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.86%	95.56%

Plants that contains it

• Hypericum pseudopetiolatum

Cross-Links

• PubChem: 44576741
• LOTUS: LTS0173396
• wikiData: Q105379931