4beta,5alpha-Dihydroxy-3abeta,4,5,7abeta-tetrahydro-6-methyl-1,3-benzodioxole-2-one

Details

• Internal ID: 1d7abdb9-b02a-4baa-94ca-d8e5c63886d5
• Taxonomy: Organic acids and derivatives > Organic carbonic acids and derivatives > Carbonic acid diesters
• IUPAC Name: (3aR,4S,5R,7aS)-4,5-dihydroxy-6-methyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-2-one
• SMILES (Canonical): CC1=CC2C(C(C1O)O)OC(=O)O2
• SMILES (Isomeric): CC1=C[C@H]2[C@@H]([C@H]([C@@H]1O)O)OC(=O)O2
• InChI: InChI=1S/C8H10O5/c1-3-2-4-7(6(10)5(3)9)13-8(11)12-4/h2,4-7,9-10H,1H3/t4-,5+,6-,7-/m0/s1
• InChI Key: GVLJZCSVFFYGON-VZFHVOOUSA-N
• Popularity: 0 references 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

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9809	98.09%
Caco-2	-	0.8053	80.53%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6638	66.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9281	92.81%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9650	96.50%
P-glycoprotein inhibitior	-	0.9483	94.83%
P-glycoprotein substrate	-	0.9423	94.23%
CYP3A4 substrate	-	0.5984	59.84%
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	-	0.9701	97.01%
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	-	0.8026	80.26%
Skin irritation	-	0.5751	57.51%
Skin corrosion	-	0.9161	91.61%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8836	88.36%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.6051	60.51%
skin sensitisation	-	0.7540	75.40%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5712	57.12%
Acute Oral Toxicity (c)	IV	0.3918	39.18%
Estrogen receptor binding	-	0.5822	58.22%
Androgen receptor binding	-	0.8369	83.69%
Thyroid receptor binding	-	0.7084	70.84%
Glucocorticoid receptor binding	-	0.6960	69.60%
Aromatase binding	-	0.8455	84.55%
PPAR gamma	-	0.8227	82.27%
Honey bee toxicity	-	0.8891	88.91%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
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
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.68%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.35%	94.73%
CHEMBL2581	P07339	Cathepsin D	84.46%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.31%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.51%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	80.30%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.27%	96.09%

Plants that contains it

• Carthamus arborescens

Cross-Links

• PubChem: 100924817
• NPASS: NPC278499
• LOTUS: LTS0118184
• wikiData: Q105021413