(E)-5-[(1S,2R,4aR,5S,8aR)-1,2,4a,5-tetramethyl-6-oxo-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]-3-methylpent-2-enal

Details

• Internal ID: d8f751f0-0f48-41b6-8df9-02fd88697f9d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (E)-5-[(1S,2R,4aR,5S,8aR)-1,2,4a,5-tetramethyl-6-oxo-3,4,5,7,8,8a-hexahydro-2H-naphthalen-1-yl]-3-methylpent-2-enal
• SMILES (Canonical): CC1CCC2(C(C(=O)CCC2C1(C)CCC(=CC=O)C)C)C
• SMILES (Isomeric): C[C@@H]1CC[C@]2([C@@H](C(=O)CC[C@@H]2[C@@]1(C)CC/C(=C/C=O)/C)C)C
• InChI: InChI=1S/C20H32O2/c1-14(10-13-21)8-11-19(4)15(2)9-12-20(5)16(3)17(22)6-7-18(19)20/h10,13,15-16,18H,6-9,11-12H2,1-5H3/b14-10+/t15-,16-,18-,19+,20+/m1/s1
• InChI Key: IRUKOCYMTXOCLC-SPRANXDQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.97
• H-Bond Acceptor: 2
• 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	+	1.0000	100.00%
Caco-2	+	0.8926	89.26%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6709	67.09%
OATP2B1 inhibitior	-	0.8641	86.41%
OATP1B1 inhibitior	+	0.8803	88.03%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.6833	68.33%
P-glycoprotein inhibitior	-	0.5260	52.60%
P-glycoprotein substrate	-	0.7508	75.08%
CYP3A4 substrate	+	0.6547	65.47%
CYP2C9 substrate	-	0.8329	83.29%
CYP2D6 substrate	-	0.8689	86.89%
CYP3A4 inhibition	-	0.7202	72.02%
CYP2C9 inhibition	-	0.8860	88.60%
CYP2C19 inhibition	-	0.6953	69.53%
CYP2D6 inhibition	-	0.9539	95.39%
CYP1A2 inhibition	-	0.8616	86.16%
CYP2C8 inhibition	-	0.8072	80.72%
CYP inhibitory promiscuity	-	0.7297	72.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5371	53.71%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9313	93.13%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9714	97.14%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8456	84.56%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5919	59.19%
skin sensitisation	+	0.7314	73.14%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4511	45.11%
Acute Oral Toxicity (c)	III	0.8336	83.36%
Estrogen receptor binding	+	0.7431	74.31%
Androgen receptor binding	-	0.4937	49.37%
Thyroid receptor binding	+	0.6788	67.88%
Glucocorticoid receptor binding	+	0.5842	58.42%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.6365	63.65%
Honey bee toxicity	-	0.8861	88.61%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9893	98.93%

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	94.17%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.26%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.24%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.19%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.34%	96.09%
CHEMBL1902	P62942	FK506-binding protein 1A	85.93%	97.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.52%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.82%	82.69%
CHEMBL2581	P07339	Cathepsin D	83.19%	98.95%
CHEMBL1871	P10275	Androgen Receptor	82.38%	96.43%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.95%	92.94%

Plants that contains it

• Solidago gigantea

Cross-Links

• PubChem: 162969283
• LOTUS: LTS0231301
• wikiData: Q105119196