9-Hydroxy-8,10-Dehydrothymol

Details

• Internal ID: e65a4450-eba5-49a7-8807-e04de6c4df80
• Taxonomy: Benzenoids > Phenols > Cresols > Meta cresols
• IUPAC Name: 2-(3-hydroxyprop-1-en-2-yl)-5-methylphenol
• SMILES (Canonical): CC1=CC(=C(C=C1)C(=C)CO)O
• SMILES (Isomeric): CC1=CC(=C(C=C1)C(=C)CO)O
• InChI: InChI=1S/C10H12O2/c1-7-3-4-9(8(2)6-11)10(12)5-7/h3-5,11-12H,2,6H2,1H3
• InChI Key: BKYLGDUWVLMQHW-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.20 g/mol
• Exact Mass: 164.083729621 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.71
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEBI:67429
• CHEMBL1795993
• 2-(3-hydroxyprop-1-en-2-yl)-5-methylphenol
• Q27135893

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	+	0.7946	79.46%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8143	81.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9364	93.64%
OATP1B3 inhibitior	+	0.9615	96.15%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9196	91.96%
P-glycoprotein inhibitior	-	0.9709	97.09%
P-glycoprotein substrate	-	0.9406	94.06%
CYP3A4 substrate	-	0.7113	71.13%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.7416	74.16%
CYP3A4 inhibition	+	0.5251	52.51%
CYP2C9 inhibition	-	0.5349	53.49%
CYP2C19 inhibition	+	0.5613	56.13%
CYP2D6 inhibition	-	0.8468	84.68%
CYP1A2 inhibition	+	0.8161	81.61%
CYP2C8 inhibition	-	0.8908	89.08%
CYP inhibitory promiscuity	+	0.8127	81.27%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7048	70.48%
Carcinogenicity (trinary)	Non-required	0.7300	73.00%
Eye corrosion	-	0.7740	77.40%
Eye irritation	+	0.8750	87.50%
Skin irritation	-	0.5672	56.72%
Skin corrosion	-	0.5898	58.98%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7345	73.45%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	+	0.8747	87.47%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.5856	58.56%
Acute Oral Toxicity (c)	III	0.5767	57.67%
Estrogen receptor binding	-	0.5973	59.73%
Androgen receptor binding	-	0.7262	72.62%
Thyroid receptor binding	-	0.7816	78.16%
Glucocorticoid receptor binding	-	0.8555	85.55%
Aromatase binding	-	0.5904	59.04%
PPAR gamma	+	0.5273	52.73%
Honey bee toxicity	-	0.9746	97.46%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9501	95.01%

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	92.91%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.03%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	89.81%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.08%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.70%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	86.42%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.00%	86.33%

Plants that contains it

• Calea trichotoma
• Citrus aurantiifolia
• Eupatorium cannabinum
• Eupatorium fortunei
• Kaunia longipetiolata
• Lysimachia clethroides
• Senna sophera

Cross-Links

• PubChem: 20669228
• NPASS: NPC174911
• LOTUS: LTS0037578
• wikiData: Q27135893