methyl 2-[(2'R,4aR,8S,8aS)-7-(methoxymethyl)-2',4,4,8a-tetramethylspiro[2,3,4a,5-tetrahydro-1H-naphthalene-8,5'-oxolane]-2'-yl]acetate

Details

• Internal ID: 810c3a2d-dd29-4c17-843f-56938e17a372
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl 2-[(2'R,4aR,8S,8aS)-7-(methoxymethyl)-2',4,4,8a-tetramethylspiro[2,3,4a,5-tetrahydro-1H-naphthalene-8,5'-oxolane]-2'-yl]acetate
• SMILES (Canonical): CC1(CCCC2(C1CC=C(C23CCC(O3)(C)CC(=O)OC)COC)C)C
• SMILES (Isomeric): C[C@@]1(CC[C@@]2(O1)C(=CC[C@H]3[C@@]2(CCCC3(C)C)C)COC)CC(=O)OC
• InChI: InChI=1S/C22H36O4/c1-19(2)10-7-11-21(4)17(19)9-8-16(15-24-5)22(21)13-12-20(3,26-22)14-18(23)25-6/h8,17H,7,9-15H2,1-6H3/t17-,20-,21+,22-/m1/s1
• InChI Key: QAJXVRMXWXMPBX-HLRQEUIKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₄
• Molecular Weight: 364.50 g/mol
• Exact Mass: 364.26135963 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.67
• H-Bond Acceptor: 4
• 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	+	0.9917	99.17%
Caco-2	+	0.8164	81.64%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6147	61.47%
OATP2B1 inhibitior	-	0.8644	86.44%
OATP1B1 inhibitior	+	0.8336	83.36%
OATP1B3 inhibitior	+	0.9308	93.08%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6242	62.42%
P-glycoprotein inhibitior	-	0.5411	54.11%
P-glycoprotein substrate	-	0.8216	82.16%
CYP3A4 substrate	+	0.6467	64.67%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8506	85.06%
CYP3A4 inhibition	-	0.7726	77.26%
CYP2C9 inhibition	-	0.5936	59.36%
CYP2C19 inhibition	-	0.6655	66.55%
CYP2D6 inhibition	-	0.8856	88.56%
CYP1A2 inhibition	-	0.7604	76.04%
CYP2C8 inhibition	+	0.5833	58.33%
CYP inhibitory promiscuity	-	0.6560	65.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5805	58.05%
Eye corrosion	-	0.9783	97.83%
Eye irritation	-	0.8049	80.49%
Skin irritation	-	0.8025	80.25%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7723	77.23%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6084	60.84%
skin sensitisation	-	0.7069	70.69%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6000	60.00%
Acute Oral Toxicity (c)	III	0.5939	59.39%
Estrogen receptor binding	+	0.7308	73.08%
Androgen receptor binding	+	0.6439	64.39%
Thyroid receptor binding	+	0.7721	77.21%
Glucocorticoid receptor binding	+	0.7408	74.08%
Aromatase binding	+	0.7745	77.45%
PPAR gamma	+	0.6036	60.36%
Honey bee toxicity	-	0.8847	88.47%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9826	98.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.80%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	96.44%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.37%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.58%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.44%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	83.99%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.22%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.86%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.45%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.24%	97.09%
CHEMBL4208	P20618	Proteasome component C5	80.30%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.20%	92.62%

Plants that contains it

• Grindelia squarrosa

Cross-Links

• PubChem: 162931261
• LOTUS: LTS0155630
• wikiData: Q105217478