[(2R,4aS,5R,8aR)-1,1,4a-trimethyl-6-methylidene-5-[(2E)-3-methylpenta-2,4-dienyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl] acetate

Details

• Internal ID: 2d67fdf8-94b9-4c42-a37d-f56dba0e3133
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(2R,4aS,5R,8aR)-1,1,4a-trimethyl-6-methylidene-5-[(2E)-3-methylpenta-2,4-dienyl]-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl] acetate
• InChI: InChI=1S/C22H34O2/c1-8-15(2)9-11-18-16(3)10-12-19-21(5,6)20(24-17(4)23)13-14-22(18,19)7/h8-9,18-20H,1,3,10-14H2,2,4-7H3/b15-9+/t18-,19+,20-,22+/m1/s1
• InChI Key: VBUFILPFELSECK-ZWQZXGDLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₂
• Molecular Weight: 330.50 g/mol
• Exact Mass: 330.255880323 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.85
• 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	+	0.9974	99.74%
Caco-2	+	0.7282	72.82%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6476	64.76%
OATP2B1 inhibitior	-	0.8634	86.34%
OATP1B1 inhibitior	+	0.8306	83.06%
OATP1B3 inhibitior	-	0.4508	45.08%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.4893	48.93%
P-glycoprotein inhibitior	-	0.5316	53.16%
P-glycoprotein substrate	-	0.8393	83.93%
CYP3A4 substrate	+	0.6944	69.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8793	87.93%
CYP3A4 inhibition	-	0.7017	70.17%
CYP2C9 inhibition	-	0.8683	86.83%
CYP2C19 inhibition	+	0.6818	68.18%
CYP2D6 inhibition	-	0.9502	95.02%
CYP1A2 inhibition	-	0.8438	84.38%
CYP2C8 inhibition	-	0.5991	59.91%
CYP inhibitory promiscuity	-	0.7428	74.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8843	88.43%
Carcinogenicity (trinary)	Non-required	0.5346	53.46%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.8553	85.53%
Skin irritation	-	0.5334	53.34%
Skin corrosion	-	0.9862	98.62%
Ames mutagenesis	-	0.7554	75.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8859	88.59%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7226	72.26%
skin sensitisation	+	0.6834	68.34%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.4527	45.27%
Acute Oral Toxicity (c)	III	0.9077	90.77%
Estrogen receptor binding	+	0.8011	80.11%
Androgen receptor binding	+	0.5725	57.25%
Thyroid receptor binding	+	0.5370	53.70%
Glucocorticoid receptor binding	+	0.7963	79.63%
Aromatase binding	+	0.5766	57.66%
PPAR gamma	+	0.7445	74.45%
Honey bee toxicity	-	0.7670	76.70%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5355	53.55%
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	94.57%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.30%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	90.61%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.95%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.02%	82.69%
CHEMBL2581	P07339	Cathepsin D	85.54%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.44%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.42%	95.89%
CHEMBL5028	O14672	ADAM10	83.59%	97.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.64%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.45%	92.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.19%	89.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.74%	94.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.43%	95.56%

Plants that contains it

• Palafoxia rosea

Cross-Links

• PubChem: 162889592
• LOTUS: LTS0037713
• wikiData: Q105283505