methyl 2-(5-formyloxy-2',4,4,7,8a-pentamethylspiro[2,3,4a,5-tetrahydro-1H-naphthalene-8,5'-oxolane]-2'-yl)acetate

Details

• Internal ID: 6743c736-c8c8-44a5-a6ff-72042c855cd3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl 2-(5-formyloxy-2',4,4,7,8a-pentamethylspiro[2,3,4a,5-tetrahydro-1H-naphthalene-8,5'-oxolane]-2'-yl)acetate
• SMILES (Canonical): CC1=CC(C2C(CCCC2(C13CCC(O3)(C)CC(=O)OC)C)(C)C)OC=O
• SMILES (Isomeric): CC1=CC(C2C(CCCC2(C13CCC(O3)(C)CC(=O)OC)C)(C)C)OC=O
• InChI: InChI=1S/C22H34O5/c1-15-12-16(26-14-23)18-19(2,3)8-7-9-21(18,5)22(15)11-10-20(4,27-22)13-17(24)25-6/h12,14,16,18H,7-11,13H2,1-6H3
• InChI Key: PHJOZXITNVLKST-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: 3.90
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 5
• 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	+	0.9932	99.32%
Caco-2	+	0.7053	70.53%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7204	72.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7841	78.41%
OATP1B3 inhibitior	+	0.8998	89.98%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.6363	63.63%
P-glycoprotein inhibitior	+	0.6282	62.82%
P-glycoprotein substrate	-	0.6838	68.38%
CYP3A4 substrate	+	0.6324	63.24%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8506	85.06%
CYP3A4 inhibition	-	0.7266	72.66%
CYP2C9 inhibition	-	0.7331	73.31%
CYP2C19 inhibition	-	0.7303	73.03%
CYP2D6 inhibition	-	0.9360	93.60%
CYP1A2 inhibition	-	0.8081	80.81%
CYP2C8 inhibition	+	0.4675	46.75%
CYP inhibitory promiscuity	-	0.7668	76.68%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6191	61.91%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.8524	85.24%
Skin irritation	-	0.6548	65.48%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7350	73.50%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6709	67.09%
skin sensitisation	-	0.7705	77.05%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6820	68.20%
Acute Oral Toxicity (c)	III	0.5211	52.11%
Estrogen receptor binding	+	0.8044	80.44%
Androgen receptor binding	+	0.6264	62.64%
Thyroid receptor binding	+	0.7766	77.66%
Glucocorticoid receptor binding	+	0.7857	78.57%
Aromatase binding	+	0.8143	81.43%
PPAR gamma	+	0.5331	53.31%
Honey bee toxicity	-	0.8752	87.52%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9917	99.17%

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	96.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.59%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.10%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.60%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.42%	92.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.73%	97.25%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.77%	91.07%
CHEMBL4208	P20618	Proteasome component C5	83.72%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	81.34%	94.73%
CHEMBL5028	O14672	ADAM10	80.95%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.54%	95.89%

Plants that contains it

• Grindelia hirsutula

Cross-Links

• PubChem: 162991387
• LOTUS: LTS0029236
• wikiData: Q105209000