4-[3,4-Dihydroxy-2-methyl-5-(1,2,2-trimethylcyclopentyl)phenyl]-3-methyl-6-(1,2,2-trimethylcyclopentyl)benzene-1,2-diol

Details

• Internal ID: 11ac84ca-44e8-4416-a6f0-ae9006c977cf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 4-[3,4-dihydroxy-2-methyl-5-(1,2,2-trimethylcyclopentyl)phenyl]-3-methyl-6-(1,2,2-trimethylcyclopentyl)benzene-1,2-diol
• InChI: InChI=1S/C30H42O4/c1-17-19(15-21(25(33)23(17)31)29(7)13-9-11-27(29,3)4)20-16-22(26(34)24(32)18(20)2)30(8)14-10-12-28(30,5)6/h15-16,31-34H,9-14H2,1-8H3
• InChI Key: KHYHKJPPYXJDBQ-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: 9.20
• Atomic LogP (AlogP): 7.73
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9791	97.91%
Caco-2	+	0.5163	51.63%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8735	87.35%
OATP2B1 inhibitior	-	0.7168	71.68%
OATP1B1 inhibitior	+	0.8281	82.81%
OATP1B3 inhibitior	+	0.9355	93.55%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8770	87.70%
P-glycoprotein inhibitior	-	0.5610	56.10%
P-glycoprotein substrate	-	0.8929	89.29%
CYP3A4 substrate	+	0.5085	50.85%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	-	0.6639	66.39%
CYP3A4 inhibition	-	0.6104	61.04%
CYP2C9 inhibition	+	0.5657	56.57%
CYP2C19 inhibition	-	0.6535	65.35%
CYP2D6 inhibition	-	0.8638	86.38%
CYP1A2 inhibition	+	0.5070	50.70%
CYP2C8 inhibition	-	0.8818	88.18%
CYP inhibitory promiscuity	-	0.5543	55.43%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.6623	66.23%
Carcinogenicity (trinary)	Non-required	0.5858	58.58%
Eye corrosion	-	0.9876	98.76%
Eye irritation	+	0.5884	58.84%
Skin irritation	-	0.7256	72.56%
Skin corrosion	-	0.9313	93.13%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7259	72.59%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.6282	62.82%
skin sensitisation	-	0.8045	80.45%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8397	83.97%
Acute Oral Toxicity (c)	III	0.7048	70.48%
Estrogen receptor binding	+	0.8144	81.44%
Androgen receptor binding	+	0.7289	72.89%
Thyroid receptor binding	+	0.6555	65.55%
Glucocorticoid receptor binding	+	0.6439	64.39%
Aromatase binding	+	0.7786	77.86%
PPAR gamma	+	0.7902	79.02%
Honey bee toxicity	-	0.9760	97.60%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
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
CHEMBL1951	P21397	Monoamine oxidase A	95.16%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.50%	91.11%
CHEMBL4208	P20618	Proteasome component C5	89.70%	90.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	88.76%	90.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.83%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.05%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.59%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.95%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.95%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.35%	82.69%

Plants that contains it

• Lejeunea aquatica

Cross-Links

• PubChem: 162873090
• LOTUS: LTS0014296
• wikiData: Q105141380