Frustulosinol

Details

• Internal ID: 3820d013-35e6-46a6-a288-84ee282b63ee
• Taxonomy: Benzenoids > Phenols > Benzenediols > Hydroquinones
• IUPAC Name: 2-(hydroxymethyl)-3-(3-methylbut-3-en-1-ynyl)benzene-1,4-diol
• SMILES (Canonical): CC(=C)C#CC1=C(C=CC(=C1CO)O)O
• SMILES (Isomeric): CC(=C)C#CC1=C(C=CC(=C1CO)O)O
• InChI: InChI=1S/C12H12O3/c1-8(2)3-4-9-10(7-13)12(15)6-5-11(9)14/h5-6,13-15H,1,7H2,2H3
• InChI Key: PWAULXVZWSFORA-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₃
• Molecular Weight: 204.22 g/mol
• Exact Mass: 204.078644241 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 2-(hydroxymethyl)-3-(3-methylbut-3-en-1-ynyl)benzene-1,4-diol
• RefChem:141566
• 63160-44-1
• CHEBI:203147

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9634	96.34%
Caco-2	-	0.6054	60.54%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7710	77.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8918	89.18%
OATP1B3 inhibitior	+	0.9687	96.87%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8588	85.88%
BSEP inhibitior	-	0.8360	83.60%
P-glycoprotein inhibitior	-	0.9666	96.66%
P-glycoprotein substrate	-	0.9355	93.55%
CYP3A4 substrate	-	0.6443	64.43%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.7678	76.78%
CYP3A4 inhibition	+	0.7046	70.46%
CYP2C9 inhibition	+	0.5251	52.51%
CYP2C19 inhibition	+	0.5590	55.90%
CYP2D6 inhibition	-	0.8806	88.06%
CYP1A2 inhibition	+	0.7459	74.59%
CYP2C8 inhibition	-	0.8608	86.08%
CYP inhibitory promiscuity	+	0.8071	80.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8250	82.50%
Carcinogenicity (trinary)	Non-required	0.7472	74.72%
Eye corrosion	-	0.9305	93.05%
Eye irritation	+	0.5344	53.44%
Skin irritation	-	0.6372	63.72%
Skin corrosion	-	0.6956	69.56%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7591	75.91%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5835	58.35%
skin sensitisation	+	0.6934	69.34%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.6408	64.08%
Acute Oral Toxicity (c)	III	0.5574	55.74%
Estrogen receptor binding	-	0.5837	58.37%
Androgen receptor binding	-	0.5106	51.06%
Thyroid receptor binding	+	0.5267	52.67%
Glucocorticoid receptor binding	+	0.6082	60.82%
Aromatase binding	+	0.6063	60.63%
PPAR gamma	-	0.4927	49.27%
Honey bee toxicity	-	0.9505	95.05%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9677	96.77%

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	95.34%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.51%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.10%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	81.67%	91.49%
CHEMBL1977	P11473	Vitamin D receptor	81.10%	99.43%
CHEMBL3401	O75469	Pregnane X receptor	80.00%	94.73%

Plants that contains it

• Pachysandra procumbens

Cross-Links

• PubChem: 11521285
• NPASS: NPC199156
• LOTUS: LTS0197508
• wikiData: Q77375740