(1S,2R,4aR,8aR)-1,4a,5-trimethyl-1-[(E)-3-methyl-5-oxopent-3-enyl]-2,3,4,7,8,8a-hexahydronaphthalene-2-carbaldehyde

Details

• Internal ID: d0fceeea-1cea-47b4-9d1c-8e58d3b8f908
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (1S,2R,4aR,8aR)-1,4a,5-trimethyl-1-[(E)-3-methyl-5-oxopent-3-enyl]-2,3,4,7,8,8a-hexahydronaphthalene-2-carbaldehyde
• SMILES (Canonical): CC1=CCCC2C1(CCC(C2(C)CCC(=CC=O)C)C=O)C
• SMILES (Isomeric): CC1=CCC[C@H]2[C@]1(CC[C@H]([C@@]2(C)CC/C(=C/C=O)/C)C=O)C
• InChI: InChI=1S/C20H30O2/c1-15(10-13-21)8-11-20(4)17(14-22)9-12-19(3)16(2)6-5-7-18(19)20/h6,10,13-14,17-18H,5,7-9,11-12H2,1-4H3/b15-10+/t17-,18-,19-,20+/m0/s1
• InChI Key: GFRWNCUQTMDADX-CHDXTAOESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.89
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.8321	83.21%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4419	44.19%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.8891	88.91%
OATP1B3 inhibitior	+	0.8631	86.31%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6831	68.31%
P-glycoprotein inhibitior	-	0.5637	56.37%
P-glycoprotein substrate	-	0.8122	81.22%
CYP3A4 substrate	+	0.6051	60.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8679	86.79%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.7530	75.30%
CYP2C19 inhibition	-	0.5902	59.02%
CYP2D6 inhibition	-	0.9446	94.46%
CYP1A2 inhibition	-	0.7771	77.71%
CYP2C8 inhibition	-	0.6977	69.77%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5712	57.12%
Eye corrosion	-	0.9712	97.12%
Eye irritation	-	0.9284	92.84%
Skin irritation	-	0.6064	60.64%
Skin corrosion	-	0.9682	96.82%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7955	79.55%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5669	56.69%
skin sensitisation	+	0.7800	78.00%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.5890	58.90%
Acute Oral Toxicity (c)	III	0.7852	78.52%
Estrogen receptor binding	+	0.7866	78.66%
Androgen receptor binding	-	0.4923	49.23%
Thyroid receptor binding	+	0.5756	57.56%
Glucocorticoid receptor binding	-	0.5538	55.38%
Aromatase binding	+	0.6100	61.00%
PPAR gamma	-	0.5660	56.60%
Honey bee toxicity	-	0.9058	90.58%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
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	96.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.03%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.71%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.54%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.34%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.28%	97.25%
CHEMBL2581	P07339	Cathepsin D	85.90%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.08%	97.09%
CHEMBL4208	P20618	Proteasome component C5	83.64%	90.00%
CHEMBL1871	P10275	Androgen Receptor	82.69%	96.43%

Plants that contains it

• Jungermannia infusca

Cross-Links

• PubChem: 163011097
• LOTUS: LTS0244758
• wikiData: Q105007753