5-[2-[3,4-Dihydroxy-5-(1,2,2-trimethylcyclopentyl)phenyl]ethyl]-3-(1,2,2-trimethylcyclopentyl)benzene-1,2-diol

Details

• Internal ID: 06b0d81f-655a-449e-9794-dcedc4ee62ff
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-[2-[3,4-dihydroxy-5-(1,2,2-trimethylcyclopentyl)phenyl]ethyl]-3-(1,2,2-trimethylcyclopentyl)benzene-1,2-diol
• SMILES (Canonical): CC1(CCCC1(C)C2=C(C(=CC(=C2)CCC3=CC(=C(C(=C3)O)O)C4(CCCC4(C)C)C)O)O)C
• SMILES (Isomeric): CC1(CCCC1(C)C2=C(C(=CC(=C2)CCC3=CC(=C(C(=C3)O)O)C4(CCCC4(C)C)C)O)O)C
• InChI: InChI=1S/C30H42O4/c1-27(2)11-7-13-29(27,5)21-15-19(17-23(31)25(21)33)9-10-20-16-22(26(34)24(32)18-20)30(6)14-8-12-28(30,3)4/h15-18,31-34H,7-14H2,1-6H3
• InChI Key: MYECOVYBJKADOX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₂O₄
• Molecular Weight: 466.70 g/mol
• Exact Mass: 466.30830982 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 9.10
• Atomic LogP (AlogP): 7.23
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9765	97.65%
Caco-2	-	0.6181	61.81%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8847	88.47%
OATP2B1 inhibitior	-	0.7124	71.24%
OATP1B1 inhibitior	+	0.8205	82.05%
OATP1B3 inhibitior	+	0.9185	91.85%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7470	74.70%
P-glycoprotein inhibitior	+	0.6513	65.13%
P-glycoprotein substrate	-	0.7879	78.79%
CYP3A4 substrate	+	0.5074	50.74%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	-	0.6639	66.39%
CYP3A4 inhibition	-	0.5661	56.61%
CYP2C9 inhibition	+	0.6205	62.05%
CYP2C19 inhibition	-	0.5730	57.30%
CYP2D6 inhibition	-	0.8131	81.31%
CYP1A2 inhibition	-	0.5881	58.81%
CYP2C8 inhibition	-	0.8470	84.70%
CYP inhibitory promiscuity	+	0.5637	56.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6723	67.23%
Carcinogenicity (trinary)	Non-required	0.6332	63.32%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.5269	52.69%
Skin irritation	-	0.7611	76.11%
Skin corrosion	-	0.9363	93.63%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7746	77.46%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5573	55.73%
skin sensitisation	-	0.7848	78.48%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.9147	91.47%
Acute Oral Toxicity (c)	III	0.6736	67.36%
Estrogen receptor binding	+	0.8510	85.10%
Androgen receptor binding	+	0.7968	79.68%
Thyroid receptor binding	+	0.6987	69.87%
Glucocorticoid receptor binding	+	0.6114	61.14%
Aromatase binding	+	0.7873	78.73%
PPAR gamma	+	0.7343	73.43%
Honey bee toxicity	-	0.9555	95.55%
Biodegradation	-	0.9500	95.00%
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	98.22%	91.11%
CHEMBL233	P35372	Mu opioid receptor	96.43%	97.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.63%	96.09%
CHEMBL4208	P20618	Proteasome component C5	91.39%	90.00%
CHEMBL2581	P07339	Cathepsin D	88.55%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.14%	86.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.84%	90.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.21%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.81%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.73%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.54%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.66%	95.56%

Plants that contains it

• Mastigophora diclados

Cross-Links

• PubChem: 14769527
• LOTUS: LTS0162991
• wikiData: Q105174823