methyl 5'-(2-methoxy-2-oxoethyl)-1,4a,5',6-tetramethylspiro[3,4,8,8a-tetrahydro-2H-naphthalene-5,2'-oxolane]-1-carboxylate

Details

• Internal ID: b0c17a64-b5f9-4f6d-8ac9-69901037ea34
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl 5'-(2-methoxy-2-oxoethyl)-1,4a,5',6-tetramethylspiro[3,4,8,8a-tetrahydro-2H-naphthalene-5,2'-oxolane]-1-carboxylate
• SMILES (Canonical): CC1=CCC2C(CCCC2(C13CCC(O3)(C)CC(=O)OC)C)(C)C(=O)OC
• SMILES (Isomeric): CC1=CCC2C(CCCC2(C13CCC(O3)(C)CC(=O)OC)C)(C)C(=O)OC
• InChI: InChI=1S/C22H34O5/c1-15-8-9-16-20(3,18(24)26-6)10-7-11-21(16,4)22(15)13-12-19(2,27-22)14-17(23)25-5/h8,16H,7,9-14H2,1-6H3
• InChI Key: YSYZPARABHAHEC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₅
• Molecular Weight: 378.50 g/mol
• Exact Mass: 378.24062418 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	+	0.6121	61.21%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5657	56.57%
OATP2B1 inhibitior	-	0.8662	86.62%
OATP1B1 inhibitior	+	0.8389	83.89%
OATP1B3 inhibitior	+	0.9308	93.08%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7088	70.88%
P-glycoprotein inhibitior	+	0.6384	63.84%
P-glycoprotein substrate	-	0.7497	74.97%
CYP3A4 substrate	+	0.6360	63.60%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8506	85.06%
CYP3A4 inhibition	-	0.7572	75.72%
CYP2C9 inhibition	-	0.7317	73.17%
CYP2C19 inhibition	-	0.7842	78.42%
CYP2D6 inhibition	-	0.9431	94.31%
CYP1A2 inhibition	-	0.7109	71.09%
CYP2C8 inhibition	-	0.6370	63.70%
CYP inhibitory promiscuity	-	0.6225	62.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6142	61.42%
Eye corrosion	-	0.9787	97.87%
Eye irritation	-	0.7488	74.88%
Skin irritation	-	0.6925	69.25%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	-	0.6291	62.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.3936	39.36%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.6852	68.52%
skin sensitisation	-	0.7935	79.35%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8418	84.18%
Acute Oral Toxicity (c)	III	0.5848	58.48%
Estrogen receptor binding	+	0.8380	83.80%
Androgen receptor binding	+	0.6707	67.07%
Thyroid receptor binding	+	0.7300	73.00%
Glucocorticoid receptor binding	+	0.7694	76.94%
Aromatase binding	+	0.7921	79.21%
PPAR gamma	+	0.6597	65.97%
Honey bee toxicity	-	0.9054	90.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9902	99.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.65%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.93%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.65%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.97%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.98%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.83%	91.07%
CHEMBL3401	O75469	Pregnane X receptor	83.44%	94.73%
CHEMBL2581	P07339	Cathepsin D	82.10%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.85%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.40%	86.33%

Plants that contains it

• Grindelia hirsutula

Cross-Links

• PubChem: 163036683
• LOTUS: LTS0002893
• wikiData: Q105361197