(-)-Penicilliode B

Details

• Internal ID: 21d878fa-4d8c-4a62-ad46-6622277415a2
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylpropanes
• IUPAC Name: (3S)-3-(3,5-dihydroxy-2-methylphenyl)butan-2-one
• InChI: InChI=1S/C11H14O3/c1-6(8(3)12)10-4-9(13)5-11(14)7(10)2/h4-6,13-14H,1-3H3/t6-/m1/s1
• InChI Key: UUIXISAAAUBXCD-ZCFIWIBFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.23 g/mol
• Exact Mass: 194.094294304 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.10
• H-Bond Acceptor: 3
• 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	+	0.9907	99.07%
Caco-2	+	0.6430	64.30%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8937	89.37%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.9410	94.10%
OATP1B3 inhibitior	+	0.9619	96.19%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9504	95.04%
P-glycoprotein inhibitior	-	0.9604	96.04%
P-glycoprotein substrate	-	0.9533	95.33%
CYP3A4 substrate	-	0.6597	65.97%
CYP2C9 substrate	+	0.6107	61.07%
CYP2D6 substrate	-	0.7399	73.99%
CYP3A4 inhibition	-	0.5869	58.69%
CYP2C9 inhibition	-	0.7476	74.76%
CYP2C19 inhibition	-	0.6709	67.09%
CYP2D6 inhibition	-	0.9222	92.22%
CYP1A2 inhibition	+	0.6503	65.03%
CYP2C8 inhibition	-	0.9515	95.15%
CYP inhibitory promiscuity	-	0.6111	61.11%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7356	73.56%
Carcinogenicity (trinary)	Non-required	0.7702	77.02%
Eye corrosion	+	0.7819	78.19%
Eye irritation	+	0.8468	84.68%
Skin irritation	+	0.7953	79.53%
Skin corrosion	-	0.5733	57.33%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5800	58.00%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	+	0.8327	83.27%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.6109	61.09%
Acute Oral Toxicity (c)	III	0.9071	90.71%
Estrogen receptor binding	+	0.6555	65.55%
Androgen receptor binding	-	0.5298	52.98%
Thyroid receptor binding	-	0.6705	67.05%
Glucocorticoid receptor binding	-	0.4674	46.74%
Aromatase binding	-	0.6849	68.49%
PPAR gamma	-	0.6768	67.68%
Honey bee toxicity	-	0.9413	94.13%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8996	89.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.02%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.09%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.02%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	86.59%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.53%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.41%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.18%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.99%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.80%	95.56%
CHEMBL4208	P20618	Proteasome component C5	82.17%	90.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.46%	93.65%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.69%	93.56%
CHEMBL2535	P11166	Glucose transporter	80.30%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.16%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682836
• LOTUS: LTS0270172
• wikiData: Q105279361