methyl 2-[(2'R,4S,4aS,8S,8aR)-4-hydroxy-2',4,7,8a-tetramethyl-5-oxospiro[1,2,3,4a-tetrahydronaphthalene-8,5'-oxolane]-2'-yl]acetate

Details

• Internal ID: 8be74de0-4572-4bad-89c9-6c0a5d1c781c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Abscisic acids and derivatives
• IUPAC Name: methyl 2-[(2'R,4S,4aS,8S,8aR)-4-hydroxy-2',4,7,8a-tetramethyl-5-oxospiro[1,2,3,4a-tetrahydronaphthalene-8,5'-oxolane]-2'-yl]acetate
• InChI: InChI=1S/C20H30O5/c1-13-11-14(21)16-18(3,7-6-8-19(16,4)23)20(13)10-9-17(2,25-20)12-15(22)24-5/h11,16,23H,6-10,12H2,1-5H3/t16-,17+,18+,19-,20-/m0/s1
• InChI Key: AEAWUZUAVVBDOI-MDMHHNQBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.94
• H-Bond Acceptor: 5
• 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	+	0.9915	99.15%
Caco-2	+	0.7371	73.71%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7461	74.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7994	79.94%
OATP1B3 inhibitior	+	0.8621	86.21%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6553	65.53%
BSEP inhibitior	+	0.6450	64.50%
P-glycoprotein inhibitior	-	0.6138	61.38%
P-glycoprotein substrate	-	0.6926	69.26%
CYP3A4 substrate	+	0.6462	64.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9056	90.56%
CYP3A4 inhibition	-	0.6394	63.94%
CYP2C9 inhibition	-	0.7487	74.87%
CYP2C19 inhibition	-	0.8055	80.55%
CYP2D6 inhibition	-	0.9442	94.42%
CYP1A2 inhibition	-	0.7185	71.85%
CYP2C8 inhibition	-	0.6694	66.94%
CYP inhibitory promiscuity	-	0.8798	87.98%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6089	60.89%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8201	82.01%
Skin irritation	-	0.5199	51.99%
Skin corrosion	-	0.9376	93.76%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6899	68.99%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6642	66.42%
skin sensitisation	-	0.8529	85.29%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6963	69.63%
Acute Oral Toxicity (c)	II	0.3330	33.30%
Estrogen receptor binding	+	0.8257	82.57%
Androgen receptor binding	+	0.6740	67.40%
Thyroid receptor binding	+	0.7351	73.51%
Glucocorticoid receptor binding	+	0.7464	74.64%
Aromatase binding	+	0.7806	78.06%
PPAR gamma	+	0.5760	57.60%
Honey bee toxicity	-	0.9472	94.72%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9802	98.02%

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	97.51%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.14%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.67%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.44%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.30%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.63%	86.33%
CHEMBL2581	P07339	Cathepsin D	86.56%	98.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.74%	85.30%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.71%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.53%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.38%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.18%	91.07%

Plants that contains it

• Isocoma coronopifolia

Cross-Links

• PubChem: 162988129
• LOTUS: LTS0223390
• wikiData: Q104909945