(3As,4r,5s,7ar)-4,5-dihydroxy-7-methyl-3a,4,5,7a-tetrahydrobenzo[1,3]dioxol-2-one

Details

• Internal ID: 4b4bc975-5941-4d26-894b-662d82383eae
• Taxonomy: Organic acids and derivatives > Organic carbonic acids and derivatives > Carbonic acid diesters
• IUPAC Name: (3aS,4R,5S,7aR)-4,5-dihydroxy-7-methyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-2-one
• SMILES (Canonical): CC1=CC(C(C2C1OC(=O)O2)O)O
• SMILES (Isomeric): CC1=C[C@@H]([C@H]([C@H]2[C@@H]1OC(=O)O2)O)O
• InChI: InChI=1S/C8H10O5/c1-3-2-4(9)5(10)7-6(3)12-8(11)13-7/h2,4-7,9-10H,1H3/t4-,5+,6+,7-/m0/s1
• InChI Key: RYEUJNKDXDLZBY-WNJXEPBRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₀O₅
• Molecular Weight: 186.16 g/mol
• Exact Mass: 186.05282342 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.43
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• (3as,4r,5s,7ar)-4,5-dihydroxy-7-methyl-3a,4,5,7a-tetrahydrobenzo[1,3]dioxol-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9809	98.09%
Caco-2	-	0.7976	79.76%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6638	66.38%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9454	94.54%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9677	96.77%
P-glycoprotein inhibitior	-	0.9320	93.20%
P-glycoprotein substrate	-	0.9671	96.71%
CYP3A4 substrate	-	0.5993	59.93%
CYP2C9 substrate	-	0.7887	78.87%
CYP2D6 substrate	-	0.7594	75.94%
CYP3A4 inhibition	-	0.8928	89.28%
CYP2C9 inhibition	-	0.8151	81.51%
CYP2C19 inhibition	-	0.6861	68.61%
CYP2D6 inhibition	-	0.9245	92.45%
CYP1A2 inhibition	-	0.6393	63.93%
CYP2C8 inhibition	-	0.9705	97.05%
CYP inhibitory promiscuity	-	0.7326	73.26%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4167	41.67%
Eye corrosion	-	0.9381	93.81%
Eye irritation	-	0.7360	73.60%
Skin irritation	-	0.5751	57.51%
Skin corrosion	-	0.9161	91.61%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8271	82.71%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.6158	61.58%
skin sensitisation	-	0.7540	75.40%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6585	65.85%
Acute Oral Toxicity (c)	IV	0.3918	39.18%
Estrogen receptor binding	-	0.7031	70.31%
Androgen receptor binding	-	0.7779	77.79%
Thyroid receptor binding	-	0.7366	73.66%
Glucocorticoid receptor binding	-	0.8400	84.00%
Aromatase binding	-	0.8863	88.63%
PPAR gamma	-	0.8164	81.64%
Honey bee toxicity	-	0.9320	93.20%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8924	89.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.54%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.80%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.82%	94.73%
CHEMBL2581	P07339	Cathepsin D	88.86%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.15%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.68%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.87%	89.00%

Plants that contains it

• Carthamus arborescens

Cross-Links

• PubChem: 91118729
• NPASS: NPC43665
• LOTUS: LTS0177239
• wikiData: Q77497949