5-[(1R,8aS)-7,8,8a-trihydroxy-2-methyl-6-propan-2-yl-1H-naphthalen-1-yl]-2-methylpent-1-en-3-one

Details

• Internal ID: 21d137c9-a215-47f5-868d-95ffa4c0426f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5-[(1R,8aS)-7,8,8a-trihydroxy-2-methyl-6-propan-2-yl-1H-naphthalen-1-yl]-2-methylpent-1-en-3-one
• InChI: InChI=1S/C20H26O4/c1-11(2)15-10-14-7-6-13(5)16(8-9-17(21)12(3)4)20(14,24)19(23)18(15)22/h6-7,10-11,16,22-24H,3,8-9H2,1-2,4-5H3/t16-,20-/m1/s1
• InChI Key: MJMYYKNIGJXDGR-OXQOHEQNSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 4.07
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9715	97.15%
Caco-2	-	0.5214	52.14%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7505	75.05%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.8784	87.84%
OATP1B3 inhibitior	+	0.8441	84.41%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5722	57.22%
P-glycoprotein inhibitior	-	0.9113	91.13%
P-glycoprotein substrate	-	0.5126	51.26%
CYP3A4 substrate	+	0.5789	57.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8684	86.84%
CYP3A4 inhibition	-	0.8190	81.90%
CYP2C9 inhibition	-	0.7611	76.11%
CYP2C19 inhibition	-	0.7620	76.20%
CYP2D6 inhibition	-	0.8926	89.26%
CYP1A2 inhibition	-	0.7848	78.48%
CYP2C8 inhibition	-	0.7321	73.21%
CYP inhibitory promiscuity	-	0.7603	76.03%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6741	67.41%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.8504	85.04%
Skin irritation	-	0.5285	52.85%
Skin corrosion	-	0.9011	90.11%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4164	41.64%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6177	61.77%
skin sensitisation	-	0.6399	63.99%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.5930	59.30%
Acute Oral Toxicity (c)	III	0.6747	67.47%
Estrogen receptor binding	+	0.5369	53.69%
Androgen receptor binding	+	0.5370	53.70%
Thyroid receptor binding	+	0.7416	74.16%
Glucocorticoid receptor binding	+	0.6487	64.87%
Aromatase binding	-	0.6043	60.43%
PPAR gamma	+	0.7008	70.08%
Honey bee toxicity	-	0.8326	83.26%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9692	96.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.12%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.04%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.64%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.16%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.31%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.08%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.48%	97.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.62%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.32%	93.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.48%	93.03%

Plants that contains it

• Salvia limbata
• Salvia syriaca

Cross-Links

• PubChem: 163188266
• LOTUS: LTS0256411
• wikiData: Q105165510