2-[(1R,2'S,4aS,8aS)-2',5,5,8a-tetramethyl-3-oxospiro[4a,6,7,8-tetrahydro-4H-isochromene-1,5'-oxolane]-2'-yl]acetic acid

Details

• Internal ID: 5fe2546e-1c33-4bf4-b8f7-dc4e736622e6
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: 2-[(1R,2'S,4aS,8aS)-2',5,5,8a-tetramethyl-3-oxospiro[4a,6,7,8-tetrahydro-4H-isochromene-1,5'-oxolane]-2'-yl]acetic acid
• InChI: InChI=1S/C18H28O5/c1-15(2)6-5-7-17(4)12(15)10-14(21)22-18(17)9-8-16(3,23-18)11-13(19)20/h12H,5-11H2,1-4H3,(H,19,20)/t12-,16-,17-,18-/m0/s1
• InChI Key: DCLCKUFBVFESAH-JUKXBJQTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₈O₅
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.19367399 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.51
• 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	+	0.9596	95.96%
Caco-2	+	0.7323	73.23%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7644	76.44%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.8356	83.56%
OATP1B3 inhibitior	+	0.8278	82.78%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8564	85.64%
P-glycoprotein inhibitior	-	0.7391	73.91%
P-glycoprotein substrate	-	0.9212	92.12%
CYP3A4 substrate	+	0.5696	56.96%
CYP2C9 substrate	-	0.6189	61.89%
CYP2D6 substrate	-	0.8564	85.64%
CYP3A4 inhibition	-	0.8278	82.78%
CYP2C9 inhibition	-	0.8919	89.19%
CYP2C19 inhibition	-	0.9190	91.90%
CYP2D6 inhibition	-	0.9576	95.76%
CYP1A2 inhibition	-	0.9426	94.26%
CYP2C8 inhibition	-	0.7379	73.79%
CYP inhibitory promiscuity	-	0.9813	98.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6488	64.88%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.7235	72.35%
Skin irritation	-	0.5692	56.92%
Skin corrosion	-	0.8338	83.38%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4905	49.05%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8630	86.30%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6088	60.88%
Acute Oral Toxicity (c)	III	0.4928	49.28%
Estrogen receptor binding	+	0.8824	88.24%
Androgen receptor binding	+	0.5733	57.33%
Thyroid receptor binding	+	0.6355	63.55%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.7298	72.98%
PPAR gamma	+	0.6925	69.25%
Honey bee toxicity	-	0.9471	94.71%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9300	93.00%

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	94.71%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.56%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.65%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.33%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.11%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	83.72%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.72%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.72%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.24%	86.33%

Plants that contains it

• Grindelia hirsutula

Cross-Links

• PubChem: 14430850
• LOTUS: LTS0233123
• wikiData: Q104975571