Dehydrololiolide, (R)-

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	f150d00d-0c82-4f33-b6df-9e397d891244
Taxonomy	Organoheterocyclic compounds > Benzofurans
IUPAC Name	(7aR)-4,4,7a-trimethyl-5,7-dihydro-1-benzofuran-2,6-dione
SMILES (Canonical)	CC1(CC(=O)CC2(C1=CC(=O)O2)C)C
SMILES (Isomeric)	C[C@@]12CC(=O)CC(C1=CC(=O)O2)(C)C
InChI	InChI=1S/C11H14O3/c1-10(2)5-7(12)6-11(3)8(10)4-9(13)14-11/h4H,5-6H2,1-3H3/t11-/m1/s1
InChI Key	DJSMGUVSIWKZJW-LLVKDONJSA-N
Popularity	0 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₁₁H₁₄O₃
Molecular Weight	194.23 g/mol
Exact Mass	194.094294304 g/mol
Topological Polar Surface Area (TPSA)	43.40 Å²
XlogP	0.60
Atomic LogP (AlogP)	1.62
H-Bond Acceptor	3
H-Bond Donor	0
Rotatable Bonds	0

Synonyms

Top

4IGM2F047G

UNII-4IGM2F047G

2,6-Benzofurandione, 4,5,7,7a-tetrahydro-4,4,7a-trimethyl-, (7aR)-

1133-04-6

6-Ketololiolide

3-oxo-3,4-dihydro-actinidiolide

DJSMGUVSIWKZJW-LLVKDONJSA-N

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.8544	85.44%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6729	67.29%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.9050	90.50%
OATP1B3 inhibitior	+	0.9455	94.55%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9181	91.81%
P-glycoprotein inhibitior	-	0.9583	95.83%
P-glycoprotein substrate	-	0.9655	96.55%
CYP3A4 substrate	-	0.5579	55.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8860	88.60%
CYP3A4 inhibition	-	0.9135	91.35%
CYP2C9 inhibition	-	0.7904	79.04%
CYP2C19 inhibition	-	0.7829	78.29%
CYP2D6 inhibition	-	0.9579	95.79%
CYP1A2 inhibition	-	0.7947	79.47%
CYP2C8 inhibition	-	0.9560	95.60%
CYP inhibitory promiscuity	-	0.8382	83.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8762	87.62%
Carcinogenicity (trinary)	Non-required	0.4500	45.00%
Eye corrosion	-	0.9268	92.68%
Eye irritation	+	0.7282	72.82%
Skin irritation	-	0.5684	56.84%
Skin corrosion	-	0.8891	88.91%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8358	83.58%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5927	59.27%
skin sensitisation	+	0.5730	57.30%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.7746	77.46%
Acute Oral Toxicity (c)	III	0.6162	61.62%
Estrogen receptor binding	-	0.9540	95.40%
Androgen receptor binding	-	0.6821	68.21%
Thyroid receptor binding	-	0.8892	88.92%
Glucocorticoid receptor binding	-	0.8801	88.01%
Aromatase binding	-	0.7014	70.14%
PPAR gamma	-	0.8267	82.67%
Honey bee toxicity	-	0.8717	87.17%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9650	96.50%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	93.80%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.03%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.38%	98.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.78%	85.30%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.75%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.94%	94.45%

Plants that contains it

Top

Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Artemisia pedemontana subsp. assoana

Astragalus sempervirens

Calostephane divaricata

Caragana aurantiaca

Chaenomeles sinensis

Conioselinum anthriscoides

Dumortiera hirsuta

Echeveria secunda