(E)-5-[(1S,4aS,7S,8aS)-2,5,5,8a-tetramethyl-7-[(E)-2-methylbut-2-enoyl]oxy-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid

Details

• Internal ID: cb44c1f6-534b-4706-ada3-2e804337dc09
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (E)-5-[(1S,4aS,7S,8aS)-2,5,5,8a-tetramethyl-7-[(E)-2-methylbut-2-enoyl]oxy-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-enoic acid
• InChI: InChI=1S/C25H38O4/c1-8-17(3)23(28)29-19-14-24(5,6)21-12-10-18(4)20(25(21,7)15-19)11-9-16(2)13-22(26)27/h8,10,13,19-21H,9,11-12,14-15H2,1-7H3,(H,26,27)/b16-13+,17-8+/t19-,20-,21-,25+/m0/s1
• InChI Key: LEMSFGHOXFQURQ-JVYDLKBNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₈O₄
• Molecular Weight: 402.60 g/mol
• Exact Mass: 402.27700969 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 6.08
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9875	98.75%
Caco-2	+	0.5891	58.91%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8697	86.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8559	85.59%
OATP1B3 inhibitior	-	0.3437	34.37%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9160	91.60%
P-glycoprotein inhibitior	+	0.8031	80.31%
P-glycoprotein substrate	-	0.6694	66.94%
CYP3A4 substrate	+	0.6349	63.49%
CYP2C9 substrate	-	0.7859	78.59%
CYP2D6 substrate	-	0.9200	92.00%
CYP3A4 inhibition	-	0.6728	67.28%
CYP2C9 inhibition	-	0.8930	89.30%
CYP2C19 inhibition	-	0.9090	90.90%
CYP2D6 inhibition	-	0.9430	94.30%
CYP1A2 inhibition	-	0.8345	83.45%
CYP2C8 inhibition	+	0.5241	52.41%
CYP inhibitory promiscuity	-	0.8480	84.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.6983	69.83%
Eye corrosion	-	0.9947	99.47%
Eye irritation	-	0.9250	92.50%
Skin irritation	+	0.5985	59.85%
Skin corrosion	-	0.9755	97.55%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8478	84.78%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6173	61.73%
skin sensitisation	-	0.5610	56.10%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.5859	58.59%
Acute Oral Toxicity (c)	III	0.8705	87.05%
Estrogen receptor binding	+	0.8822	88.22%
Androgen receptor binding	+	0.5880	58.80%
Thyroid receptor binding	+	0.7309	73.09%
Glucocorticoid receptor binding	+	0.7151	71.51%
Aromatase binding	+	0.6877	68.77%
PPAR gamma	+	0.7489	74.89%
Honey bee toxicity	-	0.7978	79.78%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
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	95.96%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.23%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.16%	94.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.93%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.45%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.43%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.22%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.94%	97.09%
CHEMBL2581	P07339	Cathepsin D	82.04%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.01%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	81.69%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.80%	93.00%

Plants that contains it

• Trichogoniopsis morii

Cross-Links

• PubChem: 162866990
• LOTUS: LTS0102157
• wikiData: Q105150655