(2Z)-2-[2-[(1S,2R,4aR,8aR)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]ethylidene]butanedial

Details

• Internal ID: 2f760b2e-5776-448f-8559-ca0e4b262c05
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (2Z)-2-[2-[(1S,2R,4aR,8aR)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]ethylidene]butanedial
• InChI: InChI=1S/C20H30O2/c1-15-6-5-7-18-19(15,3)11-8-16(2)20(18,4)12-9-17(14-22)10-13-21/h9,13-14,16,18H,1,5-8,10-12H2,2-4H3/b17-9-/t16-,18+,19+,20+/m1/s1
• InChI Key: GPKLPIBVWXEDDW-DACOXNJISA-N
• Popularity: 3 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	+	0.9955	99.55%
Caco-2	+	0.7665	76.65%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4131	41.31%
OATP2B1 inhibitior	-	0.8653	86.53%
OATP1B1 inhibitior	+	0.8332	83.32%
OATP1B3 inhibitior	+	0.8364	83.64%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.4506	45.06%
P-glycoprotein inhibitior	-	0.5761	57.61%
P-glycoprotein substrate	-	0.8511	85.11%
CYP3A4 substrate	+	0.5761	57.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8679	86.79%
CYP3A4 inhibition	-	0.6390	63.90%
CYP2C9 inhibition	-	0.8055	80.55%
CYP2C19 inhibition	-	0.6128	61.28%
CYP2D6 inhibition	-	0.9490	94.90%
CYP1A2 inhibition	-	0.7772	77.72%
CYP2C8 inhibition	-	0.6295	62.95%
CYP inhibitory promiscuity	-	0.6457	64.57%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5879	58.79%
Eye corrosion	-	0.9656	96.56%
Eye irritation	-	0.9267	92.67%
Skin irritation	-	0.5760	57.60%
Skin corrosion	-	0.9668	96.68%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7289	72.89%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5601	56.01%
skin sensitisation	+	0.7413	74.13%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.4852	48.52%
Acute Oral Toxicity (c)	III	0.8665	86.65%
Estrogen receptor binding	+	0.6859	68.59%
Androgen receptor binding	-	0.6536	65.36%
Thyroid receptor binding	+	0.7050	70.50%
Glucocorticoid receptor binding	+	0.7151	71.51%
Aromatase binding	+	0.6760	67.60%
PPAR gamma	+	0.5749	57.49%
Honey bee toxicity	-	0.8999	89.99%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
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	94.91%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.96%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.51%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.44%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.61%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.36%	96.09%
CHEMBL233	P35372	Mu opioid receptor	85.09%	97.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.11%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.88%	93.00%
CHEMBL2581	P07339	Cathepsin D	83.76%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.01%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.07%	96.61%

Plants that contains it

• Linaria saxatilis

Cross-Links

• PubChem: 21728974
• LOTUS: LTS0128553
• wikiData: Q105014928