(3S,4R)-8-hydroxy-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-naphthalen-1-one

Details

• Internal ID: ac93153a-563d-424a-86d6-68889c189748
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (3S,4R)-8-hydroxy-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-naphthalen-1-one
• SMILES (Canonical): CC1CC(=O)C2=C(C1OC3C(C(C(C(O3)CO)O)O)O)C=CC=C2O
• SMILES (Isomeric): C[C@H]1CC(=O)C2=C([C@@H]1O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C=CC=C2O
• InChI: InChI=1S/C17H22O8/c1-7-5-10(20)12-8(3-2-4-9(12)19)16(7)25-17-15(23)14(22)13(21)11(6-18)24-17/h2-4,7,11,13-19,21-23H,5-6H2,1H3/t7-,11+,13+,14-,15+,16+,17-/m0/s1
• InChI Key: ANSSYCSDAUZPJK-JAEFBONESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₈
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.13146766 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.53
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5845	58.45%
Caco-2	-	0.8486	84.86%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5959	59.59%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.8496	84.96%
OATP1B3 inhibitior	+	0.9462	94.62%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8908	89.08%
P-glycoprotein inhibitior	-	0.9102	91.02%
P-glycoprotein substrate	-	0.8122	81.22%
CYP3A4 substrate	+	0.6097	60.97%
CYP2C9 substrate	-	0.8198	81.98%
CYP2D6 substrate	-	0.8606	86.06%
CYP3A4 inhibition	-	0.8967	89.67%
CYP2C9 inhibition	-	0.9180	91.80%
CYP2C19 inhibition	-	0.8859	88.59%
CYP2D6 inhibition	-	0.9315	93.15%
CYP1A2 inhibition	-	0.6532	65.32%
CYP2C8 inhibition	-	0.7491	74.91%
CYP inhibitory promiscuity	-	0.7758	77.58%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6863	68.63%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9677	96.77%
Skin irritation	-	0.8012	80.12%
Skin corrosion	-	0.9617	96.17%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5724	57.24%
Micronuclear	-	0.5067	50.67%
Hepatotoxicity	-	0.5804	58.04%
skin sensitisation	-	0.8608	86.08%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.4524	45.24%
Acute Oral Toxicity (c)	III	0.6136	61.36%
Estrogen receptor binding	-	0.5214	52.14%
Androgen receptor binding	-	0.4930	49.30%
Thyroid receptor binding	-	0.6072	60.72%
Glucocorticoid receptor binding	-	0.4932	49.32%
Aromatase binding	-	0.6903	69.03%
PPAR gamma	-	0.5283	52.83%
Honey bee toxicity	-	0.8664	86.64%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	+	0.8196	81.96%

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	98.79%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.60%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.45%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.21%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.71%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.50%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.90%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.71%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.63%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.60%	95.89%

Plants that contains it

• Ceratostigma minus

Cross-Links

• PubChem: 163098761
• LOTUS: LTS0003941
• wikiData: Q104915390