(Z)-5-[(1S,4aR,8aS)-5,5,8a-trimethyl-2-methylidene-7-oxo-1,3,4,4a,6,8-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid

Details

• Internal ID: f35555da-288d-4483-8ffa-6b8a0da283de
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (Z)-5-[(1S,4aR,8aS)-5,5,8a-trimethyl-2-methylidene-7-oxo-1,3,4,4a,6,8-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid
• InChI: InChI=1S/C20H30O3/c1-13(10-18(22)23)6-8-16-14(2)7-9-17-19(3,4)11-15(21)12-20(16,17)5/h10,16-17H,2,6-9,11-12H2,1,3-5H3,(H,22,23)/b13-10-/t16-,17+,20+/m0/s1
• InChI Key: JRQNECBEDKYFPC-NJCOEQTOSA-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: 4.30
• 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	+	0.9913	99.13%
Caco-2	+	0.6331	63.31%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8238	82.38%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.8660	86.60%
OATP1B3 inhibitior	-	0.2473	24.73%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6130	61.30%
P-glycoprotein inhibitior	-	0.6768	67.68%
P-glycoprotein substrate	-	0.8303	83.03%
CYP3A4 substrate	+	0.6090	60.90%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.9114	91.14%
CYP3A4 inhibition	-	0.6381	63.81%
CYP2C9 inhibition	-	0.8798	87.98%
CYP2C19 inhibition	-	0.8362	83.62%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	-	0.8771	87.71%
CYP2C8 inhibition	-	0.5987	59.87%
CYP inhibitory promiscuity	-	0.8803	88.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6678	66.78%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.7324	73.24%
Skin irritation	+	0.6021	60.21%
Skin corrosion	-	0.9593	95.93%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7852	78.52%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6199	61.99%
skin sensitisation	+	0.5700	57.00%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5248	52.48%
Acute Oral Toxicity (c)	III	0.8632	86.32%
Estrogen receptor binding	+	0.5821	58.21%
Androgen receptor binding	+	0.5689	56.89%
Thyroid receptor binding	+	0.5435	54.35%
Glucocorticoid receptor binding	+	0.5743	57.43%
Aromatase binding	+	0.5507	55.07%
PPAR gamma	+	0.5800	58.00%
Honey bee toxicity	-	0.8694	86.94%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
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
CHEMBL4040	P28482	MAP kinase ERK2	98.78%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.33%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.66%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.21%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.93%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.48%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	83.19%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.79%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.20%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.11%	91.19%

Plants that contains it

• Nolana rostrata

Cross-Links

• PubChem: 163069692
• LOTUS: LTS0066174
• wikiData: Q105134045