3-methyl-6-[(1S)-1,2,2-trimethylcyclopentyl]benzene-1,2-diol

Details

• Internal ID: 3b94fad7-d05f-40ab-8a6d-2617b53aa25a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3-methyl-6-[(1S)-1,2,2-trimethylcyclopentyl]benzene-1,2-diol
• SMILES (Canonical): CC1=C(C(=C(C=C1)C2(CCCC2(C)C)C)O)O
• SMILES (Isomeric): CC1=C(C(=C(C=C1)[C@]2(CCCC2(C)C)C)O)O
• InChI: InChI=1S/C15H22O2/c1-10-6-7-11(13(17)12(10)16)15(4)9-5-8-14(15,2)3/h6-7,16-17H,5,8-9H2,1-4H3/t15-/m1/s1
• InChI Key: GVYYOVVPKOYDIT-OAHLLOKOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 3.87
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	+	0.9181	91.81%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8450	84.50%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.8950	89.50%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8595	85.95%
P-glycoprotein inhibitior	-	0.9706	97.06%
P-glycoprotein substrate	-	0.9020	90.20%
CYP3A4 substrate	-	0.5227	52.27%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	-	0.6639	66.39%
CYP3A4 inhibition	-	0.7619	76.19%
CYP2C9 inhibition	-	0.6554	65.54%
CYP2C19 inhibition	-	0.7523	75.23%
CYP2D6 inhibition	-	0.8725	87.25%
CYP1A2 inhibition	+	0.6028	60.28%
CYP2C8 inhibition	-	0.8920	89.20%
CYP inhibitory promiscuity	-	0.6143	61.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6700	67.00%
Carcinogenicity (trinary)	Non-required	0.5564	55.64%
Eye corrosion	-	0.9253	92.53%
Eye irritation	+	0.8817	88.17%
Skin irritation	-	0.5365	53.65%
Skin corrosion	-	0.8065	80.65%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5454	54.54%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.6856	68.56%
skin sensitisation	+	0.4912	49.12%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8707	87.07%
Acute Oral Toxicity (c)	III	0.7812	78.12%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.6087	60.87%
Thyroid receptor binding	+	0.5336	53.36%
Glucocorticoid receptor binding	-	0.6032	60.32%
Aromatase binding	-	0.7444	74.44%
PPAR gamma	-	0.5440	54.40%
Honey bee toxicity	-	0.9819	98.19%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9880	98.80%

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	95.78%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.28%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	85.72%	91.49%
CHEMBL2581	P07339	Cathepsin D	85.71%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.07%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.30%	86.33%
CHEMBL4208	P20618	Proteasome component C5	81.84%	90.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.58%	90.93%

Plants that contains it

• Lejeunea aquatica
• Radula perrottetii

Cross-Links

• PubChem: 14109425
• LOTUS: LTS0044422
• wikiData: Q105022054