2,4,4-Trimethyl-3-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]cyclohexa-2,5-dien-1-one

Details

• Internal ID: 55d4814e-c870-45d3-9bc0-2acadaee8d55
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 2,4,4-trimethyl-3-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]cyclohexa-2,5-dien-1-one
• SMILES (Canonical): CC1=C(C(C=CC1=O)(C)C)COC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): CC1=C(C(C=CC1=O)(C)C)COC2C(C(C(C(O2)CO)O)O)O
• InChI: InChI=1S/C16H24O7/c1-8-9(16(2,3)5-4-10(8)18)7-22-15-14(21)13(20)12(19)11(6-17)23-15/h4-5,11-15,17,19-21H,6-7H2,1-3H3
• InChI Key: AVQPBBJHNZOOAL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₇
• Molecular Weight: 328.36 g/mol
• Exact Mass: 328.15220310 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.72
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5226	52.26%
Caco-2	-	0.6704	67.04%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8633	86.33%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8800	88.00%
OATP1B3 inhibitior	+	0.9142	91.42%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5893	58.93%
P-glycoprotein inhibitior	-	0.8768	87.68%
P-glycoprotein substrate	-	0.9283	92.83%
CYP3A4 substrate	+	0.5893	58.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8838	88.38%
CYP3A4 inhibition	-	0.9814	98.14%
CYP2C9 inhibition	-	0.8326	83.26%
CYP2C19 inhibition	-	0.8391	83.91%
CYP2D6 inhibition	-	0.9132	91.32%
CYP1A2 inhibition	-	0.8476	84.76%
CYP2C8 inhibition	-	0.8231	82.31%
CYP inhibitory promiscuity	-	0.7813	78.13%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7032	70.32%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9615	96.15%
Skin irritation	-	0.7972	79.72%
Skin corrosion	-	0.9544	95.44%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5709	57.09%
Micronuclear	-	0.7941	79.41%
Hepatotoxicity	-	0.6973	69.73%
skin sensitisation	-	0.8007	80.07%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.6613	66.13%
Acute Oral Toxicity (c)	III	0.6090	60.90%
Estrogen receptor binding	-	0.6960	69.60%
Androgen receptor binding	-	0.5909	59.09%
Thyroid receptor binding	-	0.6030	60.30%
Glucocorticoid receptor binding	-	0.4851	48.51%
Aromatase binding	-	0.5822	58.22%
PPAR gamma	+	0.5316	53.16%
Honey bee toxicity	-	0.8636	86.36%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7350	73.50%
Fish aquatic toxicity	+	0.7800	78.00%

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	95.62%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.03%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.47%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.95%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.40%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.36%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.58%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.50%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.98%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.68%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.59%	97.09%

Plants that contains it

• Eryngium campestre

Cross-Links

• PubChem: 73815073
• LOTUS: LTS0100933
• wikiData: Q104919733