2-[(1'R,4S,4aR,5'R,7R,8aS)-8',8'-dimethyl-1,3'-dioxospiro[4a,5,6,7,8,8a-hexahydro-3H-isochromene-4,2'-6-oxabicyclo[3.2.1]octane]-7-yl]prop-2-enoic acid

Details

• Internal ID: cce2813b-360d-4c98-ae46-896bd8c7ef15
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: 2-[(1'R,4S,4aR,5'R,7R,8aS)-8',8'-dimethyl-1,3'-dioxospiro[4a,5,6,7,8,8a-hexahydro-3H-isochromene-4,2'-6-oxabicyclo[3.2.1]octane]-7-yl]prop-2-enoic acid
• InChI: InChI=1S/C20H26O6/c1-10(17(22)23)11-4-5-13-12(6-11)18(24)26-9-20(13)14-8-25-16(7-15(20)21)19(14,2)3/h11-14,16H,1,4-9H2,2-3H3,(H,22,23)/t11-,12+,13-,14-,16-,20+/m1/s1
• InChI Key: WXRGFDVUIIHVOO-WHGSILSPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.22
• 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	+	0.9471	94.71%
Caco-2	+	0.5421	54.21%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8280	82.80%
OATP2B1 inhibitior	-	0.8650	86.50%
OATP1B1 inhibitior	+	0.8753	87.53%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5765	57.65%
P-glycoprotein inhibitior	-	0.6606	66.06%
P-glycoprotein substrate	-	0.5431	54.31%
CYP3A4 substrate	+	0.6482	64.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8835	88.35%
CYP3A4 inhibition	-	0.9273	92.73%
CYP2C9 inhibition	-	0.8622	86.22%
CYP2C19 inhibition	-	0.8628	86.28%
CYP2D6 inhibition	-	0.9123	91.23%
CYP1A2 inhibition	-	0.8338	83.38%
CYP2C8 inhibition	+	0.5180	51.80%
CYP inhibitory promiscuity	-	0.9569	95.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5983	59.83%
Eye corrosion	-	0.9812	98.12%
Eye irritation	-	0.9291	92.91%
Skin irritation	-	0.6715	67.15%
Skin corrosion	-	0.9088	90.88%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6434	64.34%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7525	75.25%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5704	57.04%
Acute Oral Toxicity (c)	III	0.4580	45.80%
Estrogen receptor binding	+	0.8420	84.20%
Androgen receptor binding	+	0.7221	72.21%
Thyroid receptor binding	+	0.5668	56.68%
Glucocorticoid receptor binding	+	0.6403	64.03%
Aromatase binding	-	0.4874	48.74%
PPAR gamma	+	0.6887	68.87%
Honey bee toxicity	-	0.7836	78.36%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9818	98.18%

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	96.32%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	92.57%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.33%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.27%	99.23%
CHEMBL2581	P07339	Cathepsin D	89.32%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	89.02%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.34%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.59%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.04%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.73%	100.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	85.35%	85.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.94%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.20%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.74%	89.00%

Plants that contains it

• Isodon eriocalyx

Cross-Links

• PubChem: 11013903
• LOTUS: LTS0088328
• wikiData: Q105314887