Siccayne

Details

• Internal ID: aa95d6b5-4aed-4874-b607-805cc638f5a5
• Taxonomy: Benzenoids > Phenols > Benzenediols > Hydroquinones
• IUPAC Name: 2-(3-methylbut-3-en-1-ynyl)benzene-1,4-diol
• InChI: InChI=1S/C11H10O2/c1-8(2)3-4-9-7-10(12)5-6-11(9)13/h5-7,12-13H,1H2,2H3
• InChI Key: ZUEGEPDZNAILQJ-UHFFFAOYSA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀O₂
• Molecular Weight: 174.20 g/mol
• Exact Mass: 174.068079557 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.03
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 22944-03-2
• 1,4-Benzenediol, 2-(3-methyl-3-buten-1-ynyl)-
• 2-(3-methylbut-3-en-1-yn-1-yl)benzene-1,4-diol
• 2-(3-methylbut-3-en-1-ynyl)benzene-1,4-diol
• 1,4-Benzenediol, 2-(3-methyl-3-buten-1-yn-1-yl)-
• starbld0000844
• 4-(2,4-Dihydroxyphenyl)-2-methyl-1-buten-3-yne
• CHEMBL455767
• SCHEMBL7743606
• DTXSID00945629
• CHEBI:156304

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	-	0.6715	67.15%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7918	79.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9258	92.58%
OATP1B3 inhibitior	+	0.9663	96.63%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9230	92.30%
P-glycoprotein inhibitior	-	0.9731	97.31%
P-glycoprotein substrate	-	0.9163	91.63%
CYP3A4 substrate	-	0.6405	64.05%
CYP2C9 substrate	-	0.7984	79.84%
CYP2D6 substrate	-	0.7631	76.31%
CYP3A4 inhibition	+	0.5986	59.86%
CYP2C9 inhibition	+	0.6339	63.39%
CYP2C19 inhibition	+	0.6538	65.38%
CYP2D6 inhibition	-	0.9009	90.09%
CYP1A2 inhibition	+	0.8071	80.71%
CYP2C8 inhibition	-	0.6907	69.07%
CYP inhibitory promiscuity	+	0.8545	85.45%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6070	60.70%
Carcinogenicity (trinary)	Non-required	0.6031	60.31%
Eye corrosion	+	0.5229	52.29%
Eye irritation	+	0.9198	91.98%
Skin irritation	+	0.6508	65.08%
Skin corrosion	+	0.7459	74.59%
Ames mutagenesis	-	0.7444	74.44%
Human Ether-a-go-go-Related Gene inhibition	-	0.7707	77.07%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	+	0.9604	96.04%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	+	0.6853	68.53%
Acute Oral Toxicity (c)	II	0.5163	51.63%
Estrogen receptor binding	-	0.6902	69.02%
Androgen receptor binding	+	0.7112	71.12%
Thyroid receptor binding	-	0.5410	54.10%
Glucocorticoid receptor binding	-	0.4699	46.99%
Aromatase binding	-	0.5223	52.23%
PPAR gamma	-	0.5658	56.58%
Honey bee toxicity	-	0.9030	90.30%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9831	98.31%

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	96.17%	91.11%
CHEMBL242	Q92731	Estrogen receptor beta	92.14%	98.35%
CHEMBL1951	P21397	Monoamine oxidase A	91.78%	91.49%
CHEMBL2581	P07339	Cathepsin D	87.99%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.56%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.62%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	82.63%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.54%	94.62%

Plants that contains it

• Rhizophora apiculata

Cross-Links

• PubChem: 189063
• LOTUS: LTS0148427
• wikiData: Q82923031