6-hydroxy-6-[4-(2-hydroxy-5-methoxy-3-methylphenyl)-2-methylbut-2-enyl]-5-(2-hydroxy-2-methylpropyl)-3a,7a-dimethyl-2,3,5,7-tetrahydro-1H-inden-4-one

Details

• Internal ID: ef6bc976-ee4a-4668-96d1-401e603077e9
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 6-hydroxy-6-[4-(2-hydroxy-5-methoxy-3-methylphenyl)-2-methylbut-2-enyl]-5-(2-hydroxy-2-methylpropyl)-3a,7a-dimethyl-2,3,5,7-tetrahydro-1H-inden-4-one
• SMILES (Canonical): CC1=CC(=CC(=C1O)CC=C(C)CC2(CC3(CCCC3(C(=O)C2CC(C)(C)O)C)C)O)OC
• SMILES (Isomeric): CC1=CC(=CC(=C1O)CC=C(C)CC2(CC3(CCCC3(C(=O)C2CC(C)(C)O)C)C)O)OC
• InChI: InChI=1S/C28H42O5/c1-18(9-10-20-14-21(33-7)13-19(2)23(20)29)15-28(32)17-26(5)11-8-12-27(26,6)24(30)22(28)16-25(3,4)31/h9,13-14,22,29,31-32H,8,10-12,15-17H2,1-7H3
• InChI Key: WACUKVKVDBBXHA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₂O₅
• Molecular Weight: 458.60 g/mol
• Exact Mass: 458.30322444 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.27
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.5348	53.48%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8407	84.07%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8384	83.84%
OATP1B3 inhibitior	+	0.8027	80.27%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9752	97.52%
P-glycoprotein inhibitior	-	0.5224	52.24%
P-glycoprotein substrate	-	0.5965	59.65%
CYP3A4 substrate	+	0.6769	67.69%
CYP2C9 substrate	-	0.6006	60.06%
CYP2D6 substrate	-	0.7253	72.53%
CYP3A4 inhibition	-	0.7040	70.40%
CYP2C9 inhibition	+	0.5823	58.23%
CYP2C19 inhibition	+	0.6463	64.63%
CYP2D6 inhibition	-	0.9154	91.54%
CYP1A2 inhibition	+	0.7994	79.94%
CYP2C8 inhibition	+	0.5682	56.82%
CYP inhibitory promiscuity	-	0.5507	55.07%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6335	63.35%
Eye corrosion	-	0.9951	99.51%
Eye irritation	-	0.9103	91.03%
Skin irritation	-	0.6216	62.16%
Skin corrosion	-	0.9600	96.00%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4041	40.41%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6427	64.27%
skin sensitisation	-	0.8046	80.46%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8720	87.20%
Acute Oral Toxicity (c)	I	0.3429	34.29%
Estrogen receptor binding	+	0.8148	81.48%
Androgen receptor binding	+	0.7908	79.08%
Thyroid receptor binding	+	0.7385	73.85%
Glucocorticoid receptor binding	+	0.7929	79.29%
Aromatase binding	+	0.8102	81.02%
PPAR gamma	+	0.6555	65.55%
Honey bee toxicity	-	0.7439	74.39%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
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	99.67%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.12%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.07%	95.56%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	94.23%	92.68%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.25%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.68%	91.07%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.91%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.98%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.69%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.51%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.50%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	85.98%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.67%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.76%	94.00%
CHEMBL4208	P20618	Proteasome component C5	83.29%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.22%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.73%	92.94%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	82.50%	92.38%
CHEMBL2535	P11166	Glucose transporter	82.37%	98.75%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.02%	97.28%
CHEMBL1937	Q92769	Histone deacetylase 2	80.97%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.94%	85.14%

Plants that contains it

• Garcinia aristata

Cross-Links

• PubChem: 72726492
• LOTUS: LTS0243095
• wikiData: Q105200805