2-[5-Hydroxy-3,7,11-trimethyl-12-(4-methylfuran-2-yl)dodeca-2,6,10-trienyl]-6-methylbenzene-1,4-diol

Details

• Internal ID: 9ff63798-64d1-4425-ac8a-f18c59f35fa7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-[5-hydroxy-3,7,11-trimethyl-12-(4-methylfuran-2-yl)dodeca-2,6,10-trienyl]-6-methylbenzene-1,4-diol
• InChI: InChI=1S/C27H36O4/c1-18(7-6-8-19(2)13-26-14-21(4)17-31-26)11-24(28)12-20(3)9-10-23-16-25(29)15-22(5)27(23)30/h8-9,11,14-17,24,28-30H,6-7,10,12-13H2,1-5H3
• InChI Key: BWWUGYWTYAYXJO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₆O₄
• Molecular Weight: 424.60 g/mol
• Exact Mass: 424.26135963 g/mol
• Topological Polar Surface Area (TPSA): 73.80 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 6.46
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9889	98.89%
Caco-2	-	0.6703	67.03%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7737	77.37%
OATP2B1 inhibitior	-	0.5717	57.17%
OATP1B1 inhibitior	+	0.8348	83.48%
OATP1B3 inhibitior	+	0.9428	94.28%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8560	85.60%
P-glycoprotein inhibitior	+	0.6764	67.64%
P-glycoprotein substrate	-	0.6915	69.15%
CYP3A4 substrate	+	0.5791	57.91%
CYP2C9 substrate	-	0.5875	58.75%
CYP2D6 substrate	-	0.6624	66.24%
CYP3A4 inhibition	+	0.7836	78.36%
CYP2C9 inhibition	-	0.7707	77.07%
CYP2C19 inhibition	-	0.5851	58.51%
CYP2D6 inhibition	-	0.8482	84.82%
CYP1A2 inhibition	+	0.6628	66.28%
CYP2C8 inhibition	+	0.5574	55.74%
CYP inhibitory promiscuity	+	0.6909	69.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8128	81.28%
Carcinogenicity (trinary)	Non-required	0.6082	60.82%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9257	92.57%
Skin irritation	-	0.7051	70.51%
Skin corrosion	-	0.9142	91.42%
Ames mutagenesis	-	0.5770	57.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7396	73.96%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6533	65.33%
skin sensitisation	-	0.6924	69.24%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7354	73.54%
Acute Oral Toxicity (c)	III	0.4704	47.04%
Estrogen receptor binding	+	0.8315	83.15%
Androgen receptor binding	+	0.7003	70.03%
Thyroid receptor binding	+	0.6479	64.79%
Glucocorticoid receptor binding	+	0.7832	78.32%
Aromatase binding	+	0.6122	61.22%
PPAR gamma	+	0.8013	80.13%
Honey bee toxicity	-	0.8069	80.69%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9963	99.63%

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	99.39%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.09%	94.73%
CHEMBL2581	P07339	Cathepsin D	94.64%	98.95%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	89.83%	93.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.96%	99.17%
CHEMBL4581	P52732	Kinesin-like protein 1	87.01%	93.18%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.26%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.48%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.88%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.76%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.41%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.61%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.60%	85.14%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.49%	97.21%
CHEMBL4208	P20618	Proteasome component C5	80.40%	90.00%

Plants that contains it

• Plumeria obtusa
• Psidium guajava

Cross-Links

• PubChem: 72726464
• LOTUS: LTS0142647
• wikiData: Q104909453