(1R,4S)-1,5,6-trihydroxy-4,7-dimethyl-1-propan-2-yl-3,4-dihydronaphthalen-2-one

Details

• Internal ID: 04548ec3-6dcb-48dc-851f-16bf2988e229
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,4S)-1,5,6-trihydroxy-4,7-dimethyl-1-propan-2-yl-3,4-dihydronaphthalen-2-one
• InChI: InChI=1S/C15H20O4/c1-7(2)15(19)10-5-9(4)13(17)14(18)12(10)8(3)6-11(15)16/h5,7-8,17-19H,6H2,1-4H3/t8-,15+/m0/s1
• InChI Key: WPPFHUFEPUPBHC-VXJOIVPMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	+	0.5877	58.77%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8370	83.70%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9136	91.36%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8673	86.73%
P-glycoprotein inhibitior	-	0.9617	96.17%
P-glycoprotein substrate	-	0.8047	80.47%
CYP3A4 substrate	-	0.5132	51.32%
CYP2C9 substrate	-	0.6012	60.12%
CYP2D6 substrate	-	0.7294	72.94%
CYP3A4 inhibition	-	0.6042	60.42%
CYP2C9 inhibition	-	0.8340	83.40%
CYP2C19 inhibition	-	0.8165	81.65%
CYP2D6 inhibition	-	0.8890	88.90%
CYP1A2 inhibition	+	0.8749	87.49%
CYP2C8 inhibition	-	0.9311	93.11%
CYP inhibitory promiscuity	-	0.8344	83.44%
UGT catelyzed	+	0.7362	73.62%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5265	52.65%
Eye corrosion	-	0.9878	98.78%
Eye irritation	+	0.5843	58.43%
Skin irritation	-	0.6261	62.61%
Skin corrosion	-	0.8643	86.43%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6634	66.34%
Micronuclear	-	0.6841	68.41%
Hepatotoxicity	-	0.5520	55.20%
skin sensitisation	-	0.6766	67.66%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7817	78.17%
Acute Oral Toxicity (c)	III	0.7810	78.10%
Estrogen receptor binding	+	0.5283	52.83%
Androgen receptor binding	+	0.6247	62.47%
Thyroid receptor binding	+	0.5864	58.64%
Glucocorticoid receptor binding	+	0.7976	79.76%
Aromatase binding	-	0.6805	68.05%
PPAR gamma	-	0.6072	60.72%
Honey bee toxicity	-	0.8477	84.77%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9837	98.37%

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	97.48%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.08%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.56%	90.71%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	91.77%	85.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.32%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.80%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.29%	93.56%
CHEMBL1937	Q92769	Histone deacetylase 2	85.60%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.54%	99.15%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	83.43%	95.34%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.80%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.25%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.65%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.44%	96.09%

Plants that contains it

• Mansonia gagei

Cross-Links

• PubChem: 10912378
• LOTUS: LTS0147569
• wikiData: Q105310107