5,7-Dihydroxy-2-propan-2-yl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one

Details

• Internal ID: d5f39cd7-becb-4f5f-9871-c16f28067114
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 5,7-dihydroxy-2-propan-2-yl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
• SMILES (Canonical): CC(C)C1=CC(=O)C2=C(O1)C=C(C(=C2O)C3C(C(C(C(O3)CO)O)O)O)O
• SMILES (Isomeric): CC(C)C1=CC(=O)C2=C(O1)C=C(C(=C2O)C3C(C(C(C(O3)CO)O)O)O)O
• InChI: InChI=1S/C18H22O9/c1-6(2)9-3-7(20)12-10(26-9)4-8(21)13(15(12)23)18-17(25)16(24)14(22)11(5-19)27-18/h3-4,6,11,14,16-19,21-25H,5H2,1-2H3
• InChI Key: NSNHBTNFVNVELM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₉
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.12638228 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.16
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7585	75.85%
Caco-2	-	0.8498	84.98%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7487	74.87%
OATP2B1 inhibitior	-	0.5627	56.27%
OATP1B1 inhibitior	+	0.8143	81.43%
OATP1B3 inhibitior	+	0.9731	97.31%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9370	93.70%
P-glycoprotein inhibitior	-	0.8110	81.10%
P-glycoprotein substrate	-	0.8217	82.17%
CYP3A4 substrate	+	0.5265	52.65%
CYP2C9 substrate	-	0.6089	60.89%
CYP2D6 substrate	-	0.8455	84.55%
CYP3A4 inhibition	-	0.7976	79.76%
CYP2C9 inhibition	-	0.8438	84.38%
CYP2C19 inhibition	-	0.8814	88.14%
CYP2D6 inhibition	-	0.9331	93.31%
CYP1A2 inhibition	-	0.7004	70.04%
CYP2C8 inhibition	-	0.8404	84.04%
CYP inhibitory promiscuity	-	0.7458	74.58%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7323	73.23%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.8805	88.05%
Skin irritation	-	0.8163	81.63%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	+	0.5275	52.75%
Human Ether-a-go-go-Related Gene inhibition	-	0.5912	59.12%
Micronuclear	+	0.5659	56.59%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8860	88.60%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7986	79.86%
Acute Oral Toxicity (c)	III	0.5907	59.07%
Estrogen receptor binding	+	0.5931	59.31%
Androgen receptor binding	+	0.6455	64.55%
Thyroid receptor binding	-	0.5643	56.43%
Glucocorticoid receptor binding	+	0.5900	59.00%
Aromatase binding	+	0.6848	68.48%
PPAR gamma	+	0.5456	54.56%
Honey bee toxicity	-	0.8530	85.30%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.8105	81.05%

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	99.33%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.06%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.23%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	93.12%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.83%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.90%	96.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.62%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.23%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.49%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.24%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.61%	99.17%

Plants that contains it

• Baeckea frutescens
• Kunzea ambigua

Cross-Links

• PubChem: 78384983
• LOTUS: LTS0209982
• wikiData: Q105185149