2-[7-(Acetyloxymethyl)-2',4,4,8a-tetramethyl-5-oxospiro[1,2,3,4a-tetrahydronaphthalene-8,5'-oxolane]-2'-yl]acetic acid

Details

• Internal ID: 28b7c4c1-6c36-439c-9b0b-7c0daa6b1937
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-[7-(acetyloxymethyl)-2',4,4,8a-tetramethyl-5-oxospiro[1,2,3,4a-tetrahydronaphthalene-8,5'-oxolane]-2'-yl]acetic acid
• SMILES (Canonical): CC(=O)OCC1=CC(=O)C2C(CCCC2(C13CCC(O3)(C)CC(=O)O)C)(C)C
• SMILES (Isomeric): CC(=O)OCC1=CC(=O)C2C(CCCC2(C13CCC(O3)(C)CC(=O)O)C)(C)C
• InChI: InChI=1S/C22H32O6/c1-14(23)27-13-15-11-16(24)18-19(2,3)7-6-8-21(18,5)22(15)10-9-20(4,28-22)12-17(25)26/h11,18H,6-10,12-13H2,1-5H3,(H,25,26)
• InChI Key: REVLNQQMRYKRNI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₆
• Molecular Weight: 392.50 g/mol
• Exact Mass: 392.21988874 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.67
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

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	+	0.6049	60.49%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8145	81.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7587	75.87%
OATP1B3 inhibitior	+	0.9337	93.37%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.7791	77.91%
P-glycoprotein inhibitior	-	0.4938	49.38%
P-glycoprotein substrate	-	0.8030	80.30%
CYP3A4 substrate	+	0.6155	61.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9046	90.46%
CYP3A4 inhibition	-	0.7310	73.10%
CYP2C9 inhibition	-	0.6257	62.57%
CYP2C19 inhibition	-	0.8096	80.96%
CYP2D6 inhibition	-	0.9047	90.47%
CYP1A2 inhibition	-	0.7666	76.66%
CYP2C8 inhibition	+	0.4677	46.77%
CYP inhibitory promiscuity	-	0.8242	82.42%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5876	58.76%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8320	83.20%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9459	94.59%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6742	67.42%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5270	52.70%
skin sensitisation	-	0.8364	83.64%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6552	65.52%
Acute Oral Toxicity (c)	III	0.5163	51.63%
Estrogen receptor binding	+	0.8402	84.02%
Androgen receptor binding	+	0.7073	70.73%
Thyroid receptor binding	+	0.6916	69.16%
Glucocorticoid receptor binding	+	0.8145	81.45%
Aromatase binding	+	0.8176	81.76%
PPAR gamma	+	0.6903	69.03%
Honey bee toxicity	-	0.8896	88.96%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	+	0.9901	99.01%

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	98.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.80%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.73%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.71%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.10%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.55%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	86.33%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.73%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.85%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.26%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.34%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.22%	95.56%

Plants that contains it

• Grindelia hirsutula

Cross-Links

• PubChem: 162913394
• LOTUS: LTS0019810
• wikiData: Q105235117