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

Details

• Internal ID: 0e2c89ef-d31b-4887-8351-5607b978ee1c
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: methyl 2-[(2'S,4R,4aR,8R,8aS)-4-hydroxy-2',4,7,8a-tetramethylspiro[2,3,4a,5-tetrahydro-1H-naphthalene-8,5'-oxolane]-2'-yl]acetate
• SMILES (Canonical): CC1=CCC2C(C13CCC(O3)(C)CC(=O)OC)(CCCC2(C)O)C
• SMILES (Isomeric): CC1=CC[C@@H]2[C@@]([C@@]13CC[C@@](O3)(C)CC(=O)OC)(CCC[C@@]2(C)O)C
• InChI: InChI=1S/C20H32O4/c1-14-7-8-15-18(3,9-6-10-19(15,4)22)20(14)12-11-17(2,24-20)13-16(21)23-5/h7,15,22H,6,8-13H2,1-5H3/t15-,17+,18+,19-,20-/m1/s1
• InChI Key: WNPXLRJLRYVJFB-DABHTEOTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.76
• 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	+	0.9930	99.30%
Caco-2	+	0.7297	72.97%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6657	66.57%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.8494	84.94%
OATP1B3 inhibitior	+	0.8504	85.04%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6961	69.61%
P-glycoprotein inhibitior	-	0.7061	70.61%
P-glycoprotein substrate	-	0.8246	82.46%
CYP3A4 substrate	+	0.6140	61.40%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	-	0.8602	86.02%
CYP3A4 inhibition	-	0.6707	67.07%
CYP2C9 inhibition	-	0.6946	69.46%
CYP2C19 inhibition	-	0.7149	71.49%
CYP2D6 inhibition	-	0.9380	93.80%
CYP1A2 inhibition	-	0.7071	70.71%
CYP2C8 inhibition	-	0.5792	57.92%
CYP inhibitory promiscuity	-	0.8268	82.68%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5992	59.92%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.7958	79.58%
Skin irritation	-	0.5138	51.38%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	-	0.6691	66.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.7002	70.02%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6800	68.00%
skin sensitisation	-	0.8283	82.83%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7300	73.00%
Acute Oral Toxicity (c)	I	0.2975	29.75%
Estrogen receptor binding	+	0.7053	70.53%
Androgen receptor binding	+	0.6120	61.20%
Thyroid receptor binding	+	0.7059	70.59%
Glucocorticoid receptor binding	+	0.6564	65.64%
Aromatase binding	+	0.7835	78.35%
PPAR gamma	-	0.5467	54.67%
Honey bee toxicity	-	0.9387	93.87%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9713	97.13%

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	94.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.88%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.05%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.65%	92.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.05%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.79%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	83.79%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.23%	95.56%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.46%	85.30%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.41%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	80.55%	91.19%

Plants that contains it

• Grindelia hirsutula

Cross-Links

• PubChem: 162986932
• LOTUS: LTS0174771
• wikiData: Q105309221