(1S,4aR,5S,8aR)-1,4a-dimethyl-6-methylidene-5-[(Z)-3-methyl-5-oxopent-3-enyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid

Details

• Internal ID: fb9e9cb9-4c6f-40a7-98c2-92c8934a4ef2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1S,4aR,5S,8aR)-1,4a-dimethyl-6-methylidene-5-[(Z)-3-methyl-5-oxopent-3-enyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
• InChI: InChI=1S/C20H30O3/c1-14(10-13-21)6-8-16-15(2)7-9-17-19(16,3)11-5-12-20(17,4)18(22)23/h10,13,16-17H,2,5-9,11-12H2,1,3-4H3,(H,22,23)/b14-10-/t16-,17+,19+,20-/m0/s1
• InChI Key: KLAGFFXRUOBTMA-OBWPLOTHSA-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: 4.70
• Atomic LogP (AlogP): 4.78
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	+	0.8356	83.56%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6726	67.26%
OATP2B1 inhibitior	-	0.8690	86.90%
OATP1B1 inhibitior	+	0.7550	75.50%
OATP1B3 inhibitior	-	0.2865	28.65%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7875	78.75%
P-glycoprotein inhibitior	-	0.6457	64.57%
P-glycoprotein substrate	-	0.7401	74.01%
CYP3A4 substrate	+	0.6174	61.74%
CYP2C9 substrate	-	0.7859	78.59%
CYP2D6 substrate	-	0.9118	91.18%
CYP3A4 inhibition	-	0.6736	67.36%
CYP2C9 inhibition	-	0.6591	65.91%
CYP2C19 inhibition	-	0.7344	73.44%
CYP2D6 inhibition	-	0.9438	94.38%
CYP1A2 inhibition	-	0.8446	84.46%
CYP2C8 inhibition	-	0.6140	61.40%
CYP inhibitory promiscuity	-	0.8354	83.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6438	64.38%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.8428	84.28%
Skin irritation	-	0.5861	58.61%
Skin corrosion	-	0.9733	97.33%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6964	69.64%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6766	67.66%
skin sensitisation	+	0.7453	74.53%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6367	63.67%
Acute Oral Toxicity (c)	III	0.7096	70.96%
Estrogen receptor binding	+	0.6985	69.85%
Androgen receptor binding	+	0.5977	59.77%
Thyroid receptor binding	+	0.7348	73.48%
Glucocorticoid receptor binding	+	0.8395	83.95%
Aromatase binding	+	0.5940	59.40%
PPAR gamma	-	0.4899	48.99%
Honey bee toxicity	-	0.9154	91.54%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
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	94.03%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	91.79%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.68%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.23%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.87%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.76%	96.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.55%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.54%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.70%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.27%	91.19%

Plants that contains it

• Thuja standishii

Cross-Links

• PubChem: 132918609
• LOTUS: LTS0182772
• wikiData: Q105142474