Dihydrocinnacasside

Details

• Internal ID: 2a2c3422-9fe7-49da-8148-e0dc44c99b99
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Hexoses
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 3-(2-hydroxyphenyl)propanoate
• SMILES (Canonical): C1=CC=C(C(=C1)CCC(=O)OC2C(C(C(C(O2)CO)O)O)O)O
• SMILES (Isomeric): C1=CC=C(C(=C1)CCC(=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O
• InChI: InChI=1S/C15H20O8/c16-7-10-12(19)13(20)14(21)15(22-10)23-11(18)6-5-8-3-1-2-4-9(8)17/h1-4,10,12-17,19-21H,5-7H2/t10-,12-,13+,14-,15+/m1/s1
• InChI Key: JKAYPNQEJVZOMU-LFHLZQBKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₈
• Molecular Weight: 328.31 g/mol
• Exact Mass: 328.11581759 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.33
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

• CHEMBL1077149
• BDBM50310451

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7323	73.23%
Caco-2	-	0.8357	83.57%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7630	76.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8840	88.40%
OATP1B3 inhibitior	+	0.9178	91.78%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9181	91.81%
P-glycoprotein inhibitior	-	0.9339	93.39%
P-glycoprotein substrate	-	0.9395	93.95%
CYP3A4 substrate	+	0.5099	50.99%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.8377	83.77%
CYP3A4 inhibition	-	0.8751	87.51%
CYP2C9 inhibition	+	0.5454	54.54%
CYP2C19 inhibition	-	0.8258	82.58%
CYP2D6 inhibition	-	0.9235	92.35%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	-	0.6921	69.21%
CYP inhibitory promiscuity	-	0.7838	78.38%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7465	74.65%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8692	86.92%
Skin irritation	-	0.7949	79.49%
Skin corrosion	-	0.9601	96.01%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.8156	81.56%
Micronuclear	-	0.6767	67.67%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.7821	78.21%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6852	68.52%
Acute Oral Toxicity (c)	III	0.7398	73.98%
Estrogen receptor binding	-	0.6783	67.83%
Androgen receptor binding	-	0.5853	58.53%
Thyroid receptor binding	-	0.5517	55.17%
Glucocorticoid receptor binding	+	0.5724	57.24%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5104	51.04%
Honey bee toxicity	-	0.7969	79.69%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.4942	49.42%

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	99.49%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.31%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.77%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.43%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.92%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.73%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.06%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.62%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.23%	97.09%

Plants that contains it

• Neolitsea cassia

Cross-Links

• PubChem: 44178764
• NPASS: NPC123704
• LOTUS: LTS0196906
• wikiData: Q104198309