2-[5-[4-Hydroxy-3-(hydroxymethyl)-2,6-dimethylphenyl]-3-methylpent-2-enyl]benzene-1,4-diol

Details

• Internal ID: 190ffd24-fcf2-421c-8494-82ef1c4ecf9e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-[5-[4-hydroxy-3-(hydroxymethyl)-2,6-dimethylphenyl]-3-methylpent-2-enyl]benzene-1,4-diol
• SMILES (Canonical): CC1=CC(=C(C(=C1CCC(=CCC2=C(C=CC(=C2)O)O)C)C)CO)O
• SMILES (Isomeric): CC1=CC(=C(C(=C1CCC(=CCC2=C(C=CC(=C2)O)O)C)C)CO)O
• InChI: InChI=1S/C21H26O4/c1-13(4-6-16-11-17(23)7-9-20(16)24)5-8-18-14(2)10-21(25)19(12-22)15(18)3/h4,7,9-11,22-25H,5-6,8,12H2,1-3H3
• InChI Key: NFPCTCBZGNWBDK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₄
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.18310931 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.03
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9727	97.27%
Caco-2	+	0.6807	68.07%
Blood Brain Barrier	-	0.5851	58.51%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8141	81.41%
OATP2B1 inhibitior	-	0.7051	70.51%
OATP1B1 inhibitior	+	0.8520	85.20%
OATP1B3 inhibitior	+	0.8839	88.39%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6567	65.67%
BSEP inhibitior	+	0.8171	81.71%
P-glycoprotein inhibitior	-	0.5871	58.71%
P-glycoprotein substrate	-	0.7024	70.24%
CYP3A4 substrate	-	0.5249	52.49%
CYP2C9 substrate	-	0.8110	81.10%
CYP2D6 substrate	-	0.6650	66.50%
CYP3A4 inhibition	+	0.7951	79.51%
CYP2C9 inhibition	-	0.5253	52.53%
CYP2C19 inhibition	+	0.5714	57.14%
CYP2D6 inhibition	-	0.7155	71.55%
CYP1A2 inhibition	+	0.8154	81.54%
CYP2C8 inhibition	+	0.5684	56.84%
CYP inhibitory promiscuity	+	0.6977	69.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8350	83.50%
Carcinogenicity (trinary)	Non-required	0.7695	76.95%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.6440	64.40%
Skin irritation	-	0.7809	78.09%
Skin corrosion	-	0.9190	91.90%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8379	83.79%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5583	55.83%
skin sensitisation	-	0.7021	70.21%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.8379	83.79%
Acute Oral Toxicity (c)	III	0.5851	58.51%
Estrogen receptor binding	+	0.8982	89.82%
Androgen receptor binding	+	0.7784	77.84%
Thyroid receptor binding	+	0.7850	78.50%
Glucocorticoid receptor binding	+	0.7772	77.72%
Aromatase binding	+	0.6267	62.67%
PPAR gamma	+	0.9055	90.55%
Honey bee toxicity	-	0.9123	91.23%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.92%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.33%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	93.27%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.55%	99.15%
CHEMBL2581	P07339	Cathepsin D	90.63%	98.95%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.01%	93.10%
CHEMBL4208	P20618	Proteasome component C5	86.79%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.19%	86.33%
CHEMBL2039	P27338	Monoamine oxidase B	85.79%	92.51%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.34%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.08%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.60%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.28%	91.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.56%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85101736
• LOTUS: LTS0192253
• wikiData: Q105178603