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

Details

• Internal ID: c1584bf5-9cb7-4390-8f01-5167e7c54c90
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl 2-[4-(hydroxymethyl)-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)CO
• SMILES (Isomeric): CC1=CCC2C(CCCC2(C13CCC(O3)(C)CC(=O)OC)C)(C)CO
• InChI: InChI=1S/C21H34O4/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/h7,16,22H,6,8-14H2,1-5H3
• InChI Key: MMJMGOIGFQALOP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₄
• Molecular Weight: 350.50 g/mol
• Exact Mass: 350.24570956 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 4.01
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9854	98.54%
Caco-2	+	0.7711	77.11%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6709	67.09%
OATP2B1 inhibitior	-	0.8630	86.30%
OATP1B1 inhibitior	+	0.7981	79.81%
OATP1B3 inhibitior	+	0.9007	90.07%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8043	80.43%
P-glycoprotein inhibitior	-	0.7245	72.45%
P-glycoprotein substrate	-	0.7880	78.80%
CYP3A4 substrate	+	0.6290	62.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8533	85.33%
CYP3A4 inhibition	-	0.7131	71.31%
CYP2C9 inhibition	-	0.5950	59.50%
CYP2C19 inhibition	-	0.7495	74.95%
CYP2D6 inhibition	-	0.9228	92.28%
CYP1A2 inhibition	-	0.7017	70.17%
CYP2C8 inhibition	+	0.4678	46.78%
CYP inhibitory promiscuity	-	0.6310	63.10%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6246	62.46%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.8501	85.01%
Skin irritation	-	0.7398	73.98%
Skin corrosion	-	0.9633	96.33%
Ames mutagenesis	-	0.6691	66.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.7324	73.24%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.7175	71.75%
skin sensitisation	-	0.8485	84.85%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7390	73.90%
Acute Oral Toxicity (c)	III	0.5158	51.58%
Estrogen receptor binding	+	0.7069	70.69%
Androgen receptor binding	+	0.6485	64.85%
Thyroid receptor binding	+	0.7173	71.73%
Glucocorticoid receptor binding	+	0.6788	67.88%
Aromatase binding	+	0.7701	77.01%
PPAR gamma	-	0.5643	56.43%
Honey bee toxicity	-	0.8959	89.59%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9659	96.59%

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	96.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.70%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.07%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.09%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.87%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.54%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	82.42%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.04%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.72%	95.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.39%	94.45%
CHEMBL2581	P07339	Cathepsin D	80.60%	98.95%

Plants that contains it

• Grindelia hirsutula

Cross-Links

• PubChem: 163096426
• LOTUS: LTS0041159
• wikiData: Q105167812