Petiolin J

Details

• Internal ID: 85359829-7d42-4162-8b03-facbbcd15480
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: 2-methyl-1-[(2S,3R)-3,5,7-trihydroxy-2,6-dimethyl-2-(4-methylpent-3-enyl)-3,4-dihydrochromen-8-yl]propan-1-one
• InChI: InChI=1S/C21H30O5/c1-11(2)8-7-9-21(6)15(22)10-14-18(24)13(5)19(25)16(20(14)26-21)17(23)12(3)4/h8,12,15,22,24-25H,7,9-10H2,1-6H3/t15-,21+/m1/s1
• InChI Key: QYKLLVVSXTWHIV-VFNWGFHPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₅
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.20932405 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.05
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• CHEMBL1209688

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9835	98.35%
Caco-2	+	0.6779	67.79%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6551	65.51%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8004	80.04%
OATP1B3 inhibitior	+	0.8992	89.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7564	75.64%
BSEP inhibitior	-	0.5915	59.15%
P-glycoprotein inhibitior	-	0.6885	68.85%
P-glycoprotein substrate	-	0.6292	62.92%
CYP3A4 substrate	+	0.5906	59.06%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7900	79.00%
CYP3A4 inhibition	-	0.6362	63.62%
CYP2C9 inhibition	-	0.6935	69.35%
CYP2C19 inhibition	-	0.5058	50.58%
CYP2D6 inhibition	-	0.8514	85.14%
CYP1A2 inhibition	+	0.6732	67.32%
CYP2C8 inhibition	-	0.7504	75.04%
CYP inhibitory promiscuity	-	0.7019	70.19%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7256	72.56%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.6193	61.93%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.7008	70.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.5823	58.23%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5274	52.74%
skin sensitisation	-	0.7725	77.25%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6515	65.15%
Acute Oral Toxicity (c)	III	0.4744	47.44%
Estrogen receptor binding	+	0.7812	78.12%
Androgen receptor binding	+	0.5380	53.80%
Thyroid receptor binding	+	0.7411	74.11%
Glucocorticoid receptor binding	+	0.8759	87.59%
Aromatase binding	+	0.6272	62.72%
PPAR gamma	+	0.7209	72.09%
Honey bee toxicity	-	0.8049	80.49%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9904	99.04%

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	99.15%	91.11%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	93.59%	98.75%
CHEMBL2581	P07339	Cathepsin D	92.08%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.28%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.51%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	90.51%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	90.17%	90.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.80%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.97%	89.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.82%	96.47%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.52%	97.25%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.76%	89.05%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.33%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.52%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.24%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.01%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.70%	95.56%

Plants that contains it

• Hypericum pseudopetiolatum

Cross-Links

• PubChem: 46911680
• LOTUS: LTS0098816
• wikiData: Q105230226