methyl 2-(6-hydroxy-2',4,4,7,8a-pentamethylspiro[2,3,4a,5-tetrahydro-1H-naphthalene-8,5'-oxolane]-2'-yl)acetate

Details

• Internal ID: 7515174e-4296-47fd-953e-32e3d53047e9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl 2-(6-hydroxy-2',4,4,7,8a-pentamethylspiro[2,3,4a,5-tetrahydro-1H-naphthalene-8,5'-oxolane]-2'-yl)acetate
• SMILES (Canonical): CC1=C(CC2C(CCCC2(C13CCC(O3)(C)CC(=O)OC)C)(C)C)O
• SMILES (Isomeric): CC1=C(CC2C(CCCC2(C13CCC(O3)(C)CC(=O)OC)C)(C)C)O
• InChI: InChI=1S/C21H34O4/c1-14-15(22)12-16-18(2,3)8-7-9-20(16,5)21(14)11-10-19(4,25-21)13-17(23)24-6/h16,22H,7-13H2,1-6H3
• InChI Key: YZKVFPBCUJKGKM-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: 3.80
• Atomic LogP (AlogP): 4.93
• 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	+	0.9897	98.97%
Caco-2	+	0.8062	80.62%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6913	69.13%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8209	82.09%
OATP1B3 inhibitior	+	0.8640	86.40%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6645	66.45%
P-glycoprotein inhibitior	-	0.6509	65.09%
P-glycoprotein substrate	-	0.7789	77.89%
CYP3A4 substrate	+	0.6371	63.71%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8433	84.33%
CYP3A4 inhibition	-	0.5066	50.66%
CYP2C9 inhibition	-	0.7337	73.37%
CYP2C19 inhibition	-	0.7530	75.30%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.7302	73.02%
CYP2C8 inhibition	+	0.4548	45.48%
CYP inhibitory promiscuity	-	0.7792	77.92%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5920	59.20%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.5088	50.88%
Skin irritation	+	0.5498	54.98%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6825	68.25%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7951	79.51%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7065	70.65%
Acute Oral Toxicity (c)	I	0.5689	56.89%
Estrogen receptor binding	+	0.7141	71.41%
Androgen receptor binding	+	0.6363	63.63%
Thyroid receptor binding	+	0.6987	69.87%
Glucocorticoid receptor binding	+	0.5849	58.49%
Aromatase binding	+	0.7838	78.38%
PPAR gamma	+	0.5631	56.31%
Honey bee toxicity	-	0.9236	92.36%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9857	98.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.94%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.29%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.07%	85.14%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.42%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.15%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.51%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.44%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.24%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.60%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	80.21%	91.19%

Plants that contains it

• Grindelia hirsutula

Cross-Links

• PubChem: 162877667
• LOTUS: LTS0094555
• wikiData: Q105369295