Penicitrinol C

Details

• Internal ID: 33a2bf4f-5238-480f-89ec-47375a57db88
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: 1-[(1R,3R,4S)-6,8-dihydroxy-3,4,5-trimethyl-3,4-dihydro-1H-isochromen-1-yl]propan-2-one
• SMILES (Canonical): CC1C(OC(C2=C(C=C(C(=C12)C)O)O)CC(=O)C)C
• SMILES (Isomeric): C[C@@H]1[C@H](O[C@@H](C2=C(C=C(C(=C12)C)O)O)CC(=O)C)C
• InChI: InChI=1S/C15H20O4/c1-7(16)5-13-15-12(18)6-11(17)9(3)14(15)8(2)10(4)19-13/h6,8,10,13,17-18H,5H2,1-4H3/t8-,10-,13-/m1/s1
• InChI Key: KQJUPJPMSHSUKV-ZDSQKVDBSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8962	89.62%
Caco-2	+	0.5546	55.46%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6393	63.93%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8340	83.40%
OATP1B3 inhibitior	+	0.9572	95.72%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8995	89.95%
P-glycoprotein inhibitior	-	0.8952	89.52%
P-glycoprotein substrate	-	0.8127	81.27%
CYP3A4 substrate	-	0.5300	53.00%
CYP2C9 substrate	+	0.6298	62.98%
CYP2D6 substrate	-	0.6634	66.34%
CYP3A4 inhibition	+	0.5196	51.96%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.5494	54.94%
CYP2D6 inhibition	-	0.7492	74.92%
CYP1A2 inhibition	+	0.9022	90.22%
CYP2C8 inhibition	-	0.8088	80.88%
CYP inhibitory promiscuity	+	0.6298	62.98%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6413	64.13%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.5089	50.89%
Skin irritation	-	0.6982	69.82%
Skin corrosion	-	0.9233	92.33%
Ames mutagenesis	+	0.5046	50.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6219	62.19%
Micronuclear	+	0.5159	51.59%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7363	73.63%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8344	83.44%
Acute Oral Toxicity (c)	I	0.3841	38.41%
Estrogen receptor binding	+	0.5797	57.97%
Androgen receptor binding	+	0.7067	70.67%
Thyroid receptor binding	-	0.5470	54.70%
Glucocorticoid receptor binding	+	0.5629	56.29%
Aromatase binding	-	0.8337	83.37%
PPAR gamma	-	0.6025	60.25%
Honey bee toxicity	-	0.9739	97.39%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8708	87.08%

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	95.78%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.97%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.21%	99.17%
CHEMBL2581	P07339	Cathepsin D	88.42%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.28%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.97%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.70%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.92%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	85.87%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.32%	95.56%
CHEMBL4208	P20618	Proteasome component C5	81.47%	90.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.75%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.62%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 52952876
• LOTUS: LTS0222262
• wikiData: Q77504540