(1R,4aS,8aR)-5,5,8a-trimethyl-1-[(2E)-3-methylpenta-2,4-dienyl]-1,4,4a,6,7,8-hexahydronaphthalene-2-carbaldehyde

Details

• Internal ID: c4c141e6-af81-4fd8-8d12-a6ffc88ae03d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,4aS,8aR)-5,5,8a-trimethyl-1-[(2E)-3-methylpenta-2,4-dienyl]-1,4,4a,6,7,8-hexahydronaphthalene-2-carbaldehyde
• SMILES (Canonical): CC(=CCC1C(=CCC2C1(CCCC2(C)C)C)C=O)C=C
• SMILES (Isomeric): C/C(=C\C[C@H]1C(=CC[C@@H]2[C@]1(CCCC2(C)C)C)C=O)/C=C
• InChI: InChI=1S/C20H30O/c1-6-15(2)8-10-17-16(14-21)9-11-18-19(3,4)12-7-13-20(17,18)5/h6,8-9,14,17-18H,1,7,10-13H2,2-5H3/b15-8+/t17-,18-,20-/m0/s1
• InChI Key: BEOWFWZWDOHYTG-CENOODMHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O
• Molecular Weight: 286.50 g/mol
• Exact Mass: 286.229665576 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.49
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.7677	76.77%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.4463	44.63%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.8170	81.70%
OATP1B3 inhibitior	-	0.3142	31.42%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5388	53.88%
P-glycoprotein inhibitior	-	0.7561	75.61%
P-glycoprotein substrate	-	0.8089	80.89%
CYP3A4 substrate	+	0.6162	61.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8425	84.25%
CYP3A4 inhibition	-	0.8779	87.79%
CYP2C9 inhibition	-	0.7076	70.76%
CYP2C19 inhibition	-	0.5712	57.12%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.7663	76.63%
CYP2C8 inhibition	-	0.6549	65.49%
CYP inhibitory promiscuity	+	0.5198	51.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.5873	58.73%
Eye corrosion	-	0.9577	95.77%
Eye irritation	-	0.8849	88.49%
Skin irritation	-	0.5921	59.21%
Skin corrosion	-	0.9743	97.43%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8661	86.61%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5173	51.73%
skin sensitisation	+	0.8363	83.63%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.5295	52.95%
Acute Oral Toxicity (c)	III	0.7781	77.81%
Estrogen receptor binding	+	0.7313	73.13%
Androgen receptor binding	-	0.6207	62.07%
Thyroid receptor binding	+	0.6185	61.85%
Glucocorticoid receptor binding	+	0.5698	56.98%
Aromatase binding	+	0.5609	56.09%
PPAR gamma	+	0.8370	83.70%
Honey bee toxicity	-	0.8249	82.49%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.16%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.69%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.37%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.75%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	87.79%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.97%	100.00%
CHEMBL233	P35372	Mu opioid receptor	84.97%	97.93%
CHEMBL2581	P07339	Cathepsin D	84.92%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	82.96%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.01%	86.33%

Plants that contains it

• Chrozophora oblongifolia

Cross-Links

• PubChem: 162931657
• LOTUS: LTS0019990
• wikiData: Q104933290