(Z)-5-[(1R,4aR,8aR)-2,5,5,8a-tetramethyl-6-oxo-4,4a,7,8-tetrahydro-1H-naphthalen-1-yl]-3-methylpent-2-enoic acid

Details

• Internal ID: a0db5c15-aa68-4fa6-80cd-754b710167d5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (Z)-5-[(1R,4aR,8aR)-2,5,5,8a-tetramethyl-6-oxo-4,4a,7,8-tetrahydro-1H-naphthalen-1-yl]-3-methylpent-2-enoic acid
• InChI: InChI=1S/C20H30O3/c1-13(12-18(22)23)6-8-15-14(2)7-9-16-19(3,4)17(21)10-11-20(15,16)5/h7,12,15-16H,6,8-11H2,1-5H3,(H,22,23)/b13-12-/t15-,16+,20-/m1/s1
• InChI Key: ZDGKOLMZPXXBIZ-DUTIXKQUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.78
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	+	0.7447	74.47%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8484	84.84%
OATP2B1 inhibitior	-	0.8670	86.70%
OATP1B1 inhibitior	+	0.8650	86.50%
OATP1B3 inhibitior	+	0.8746	87.46%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7702	77.02%
P-glycoprotein inhibitior	-	0.6238	62.38%
P-glycoprotein substrate	-	0.8202	82.02%
CYP3A4 substrate	+	0.5887	58.87%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.9114	91.14%
CYP3A4 inhibition	-	0.7360	73.60%
CYP2C9 inhibition	-	0.9006	90.06%
CYP2C19 inhibition	-	0.8786	87.86%
CYP2D6 inhibition	-	0.9488	94.88%
CYP1A2 inhibition	-	0.9076	90.76%
CYP2C8 inhibition	-	0.6808	68.08%
CYP inhibitory promiscuity	-	0.8656	86.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6500	65.00%
Eye corrosion	-	0.9952	99.52%
Eye irritation	-	0.7951	79.51%
Skin irritation	+	0.6226	62.26%
Skin corrosion	-	0.9654	96.54%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7955	79.55%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	+	0.5926	59.26%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7173	71.73%
Acute Oral Toxicity (c)	III	0.8577	85.77%
Estrogen receptor binding	+	0.6492	64.92%
Androgen receptor binding	+	0.5893	58.93%
Thyroid receptor binding	+	0.6103	61.03%
Glucocorticoid receptor binding	+	0.6673	66.73%
Aromatase binding	+	0.5567	55.67%
PPAR gamma	+	0.8195	81.95%
Honey bee toxicity	-	0.8959	89.59%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9973	99.73%

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	95.54%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.75%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.19%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.58%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.76%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.01%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.26%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.66%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.53%	86.33%

Plants that contains it

• Brickellia laciniata

Cross-Links

• PubChem: 163075942
• LOTUS: LTS0193525
• wikiData: Q105372178