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

Details

• Internal ID: 91f84d1b-1256-4392-b9c8-32f6a3ab4a24
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl 2-(5-hydroxy-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)O
• SMILES (Isomeric): CC1=CC(C2C(CCCC2(C13CCC(O3)(C)CC(=O)OC)C)(C)C)O
• InChI: InChI=1S/C21H34O4/c1-14-12-15(22)17-18(2,3)8-7-9-20(17,5)21(14)11-10-19(4,25-21)13-16(23)24-6/h12,15,17,22H,7-11,13H2,1-6H3
• InChI Key: ZEXMQNFNHJUMOQ-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: 3.30
• Atomic LogP (AlogP): 4.01
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9867	98.67%
Caco-2	+	0.7400	74.00%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6559	65.59%
OATP2B1 inhibitior	-	0.8637	86.37%
OATP1B1 inhibitior	+	0.7911	79.11%
OATP1B3 inhibitior	-	0.2137	21.37%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.6628	66.28%
P-glycoprotein inhibitior	-	0.6187	61.87%
P-glycoprotein substrate	-	0.7450	74.50%
CYP3A4 substrate	+	0.6321	63.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8380	83.80%
CYP3A4 inhibition	-	0.6999	69.99%
CYP2C9 inhibition	-	0.6751	67.51%
CYP2C19 inhibition	-	0.6560	65.60%
CYP2D6 inhibition	-	0.9199	91.99%
CYP1A2 inhibition	-	0.6676	66.76%
CYP2C8 inhibition	-	0.6306	63.06%
CYP inhibitory promiscuity	-	0.7458	74.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6033	60.33%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8642	86.42%
Skin irritation	-	0.5786	57.86%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6976	69.76%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6959	69.59%
skin sensitisation	-	0.7694	76.94%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6022	60.22%
Acute Oral Toxicity (c)	III	0.4112	41.12%
Estrogen receptor binding	+	0.8096	80.96%
Androgen receptor binding	+	0.6239	62.39%
Thyroid receptor binding	+	0.7530	75.30%
Glucocorticoid receptor binding	+	0.7605	76.05%
Aromatase binding	+	0.8130	81.30%
PPAR gamma	+	0.5731	57.31%
Honey bee toxicity	-	0.8964	89.64%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9837	98.37%

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	97.53%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.69%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.24%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.14%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.96%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.72%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.11%	92.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.58%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.24%	94.00%

Plants that contains it

• Grindelia hirsutula

Cross-Links

• PubChem: 13919370
• LOTUS: LTS0040690
• wikiData: Q105373820