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

Details

• Internal ID: c4c4769f-42d2-4fe2-bda4-37258fd6450f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl 2-[(2'S,4R,4aR,8R,8aS)-4-formyl-2',4,7,8a-tetramethylspiro[2,3,4a,5-tetrahydro-1H-naphthalene-8,5'-oxolane]-2'-yl]acetate
• SMILES (Canonical): CC1=CCC2C(CCCC2(C13CCC(O3)(C)CC(=O)OC)C)(C)C=O
• SMILES (Isomeric): CC1=CC[C@H]2[C@](CCC[C@@]2([C@@]13CC[C@@](O3)(C)CC(=O)OC)C)(C)C=O
• InChI: InChI=1S/C21H32O4/c1-15-7-8-16-18(2,14-22)9-6-10-20(16,4)21(15)12-11-19(3,25-21)13-17(23)24-5/h7,14,16H,6,8-13H2,1-5H3/t16-,18-,19-,20-,21+/m0/s1
• InChI Key: BKOQFGHCKTUURL-RKFFNLMFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₄
• Molecular Weight: 348.50 g/mol
• Exact Mass: 348.23005950 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 4.22
• H-Bond Acceptor: 4
• 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	+	0.6814	68.14%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5657	56.57%
OATP2B1 inhibitior	-	0.8673	86.73%
OATP1B1 inhibitior	+	0.8277	82.77%
OATP1B3 inhibitior	+	0.9308	93.08%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7537	75.37%
P-glycoprotein inhibitior	-	0.4465	44.65%
P-glycoprotein substrate	-	0.7527	75.27%
CYP3A4 substrate	+	0.6251	62.51%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8507	85.07%
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	+	0.4525	45.25%
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	-	0.8630	86.30%
Skin irritation	-	0.6925	69.25%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	-	0.5491	54.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.7943	79.43%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.6925	69.25%
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	-	0.7452	74.52%
Acute Oral Toxicity (c)	III	0.5848	58.48%
Estrogen receptor binding	+	0.8637	86.37%
Androgen receptor binding	+	0.6509	65.09%
Thyroid receptor binding	+	0.7603	76.03%
Glucocorticoid receptor binding	+	0.7500	75.00%
Aromatase binding	+	0.7861	78.61%
PPAR gamma	+	0.5573	55.73%
Honey bee toxicity	-	0.9009	90.09%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.97%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	93.44%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.56%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.80%	95.56%
CHEMBL4208	P20618	Proteasome component C5	85.10%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.75%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	82.64%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.29%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.35%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.32%	91.07%

Plants that contains it

• Grindelia hirsutula

Cross-Links

• PubChem: 163190940
• LOTUS: LTS0063779
• wikiData: Q104937710