Pestaloficiol V

Details

• Internal ID: 6c50b23c-9121-4d4d-9ea5-2650ee1b1154
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: (3R)-3-hydroxy-2,2-dimethyl-8-(3-methylbut-2-enyl)-3H-chromen-4-one
• SMILES (Canonical): CC(=CCC1=C2C(=CC=C1)C(=O)C(C(O2)(C)C)O)C
• SMILES (Isomeric): CC(=CCC1=C2C(=CC=C1)C(=O)[C@@H](C(O2)(C)C)O)C
• InChI: InChI=1S/C16H20O3/c1-10(2)8-9-11-6-5-7-12-13(17)15(18)16(3,4)19-14(11)12/h5-8,15,18H,9H2,1-4H3/t15-/m0/s1
• InChI Key: DIBXOBBIICUONB-HNNXBMFYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₃
• Molecular Weight: 260.33 g/mol
• Exact Mass: 260.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.7934	79.34%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7346	73.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9034	90.34%
OATP1B3 inhibitior	+	0.9781	97.81%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8107	81.07%
P-glycoprotein inhibitior	-	0.9278	92.78%
P-glycoprotein substrate	-	0.7651	76.51%
CYP3A4 substrate	+	0.5583	55.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7029	70.29%
CYP3A4 inhibition	-	0.8665	86.65%
CYP2C9 inhibition	+	0.6332	63.32%
CYP2C19 inhibition	+	0.8473	84.73%
CYP2D6 inhibition	-	0.7674	76.74%
CYP1A2 inhibition	+	0.7994	79.94%
CYP2C8 inhibition	-	0.8634	86.34%
CYP inhibitory promiscuity	+	0.7925	79.25%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9718	97.18%
Carcinogenicity (trinary)	Non-required	0.6664	66.64%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.5516	55.16%
Skin irritation	-	0.5672	56.72%
Skin corrosion	-	0.9112	91.12%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5343	53.43%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5524	55.24%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.7170	71.70%
Acute Oral Toxicity (c)	III	0.7714	77.14%
Estrogen receptor binding	+	0.7210	72.10%
Androgen receptor binding	-	0.6003	60.03%
Thyroid receptor binding	-	0.5711	57.11%
Glucocorticoid receptor binding	+	0.5545	55.45%
Aromatase binding	+	0.6575	65.75%
PPAR gamma	+	0.7502	75.02%
Honey bee toxicity	-	0.8523	85.23%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9768	97.68%

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	97.09%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.21%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.66%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.47%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	91.35%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.28%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.47%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	83.82%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.29%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.95%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.71%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.67%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132969605
• LOTUS: LTS0188837
• wikiData: Q75053454