Cinnacasolide A

Details

• Internal ID: dd5a0ab6-014d-4af0-b8e5-680e455dfcfe
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: methyl 3-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxybenzoate
• SMILES (Canonical): COC(=O)C1=CC(=CC=C1)OC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O
• SMILES (Isomeric): COC(=O)C1=CC(=CC=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@](CO3)(CO)O)O)O)O)O
• InChI: InChI=1S/C19H26O12/c1-27-16(25)9-3-2-4-10(5-9)30-17-14(23)13(22)12(21)11(31-17)6-28-18-15(24)19(26,7-20)8-29-18/h2-5,11-15,17-18,20-24,26H,6-8H2,1H3/t11-,12-,13+,14-,15+,17-,18-,19-/m1/s1
• InChI Key: WKYIZIWATBNICO-XLBSEFGXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₁₂
• Molecular Weight: 446.40 g/mol
• Exact Mass: 446.14242626 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -2.88
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

• CHEMBL2048804
• BDBM50485314

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7094	70.94%
Caco-2	-	0.8884	88.84%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7402	74.02%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9162	91.62%
OATP1B3 inhibitior	+	0.9565	95.65%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5997	59.97%
P-glycoprotein inhibitior	-	0.7000	70.00%
P-glycoprotein substrate	-	0.7217	72.17%
CYP3A4 substrate	+	0.6581	65.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	-	0.9029	90.29%
CYP2C9 inhibition	-	0.9113	91.13%
CYP2C19 inhibition	-	0.8800	88.00%
CYP2D6 inhibition	-	0.9126	91.26%
CYP1A2 inhibition	-	0.9255	92.55%
CYP2C8 inhibition	+	0.5804	58.04%
CYP inhibitory promiscuity	-	0.8673	86.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5816	58.16%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9382	93.82%
Skin irritation	-	0.8284	82.84%
Skin corrosion	-	0.9572	95.72%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7231	72.31%
Micronuclear	-	0.6526	65.26%
Hepatotoxicity	-	0.6906	69.06%
skin sensitisation	-	0.8650	86.50%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.5971	59.71%
Acute Oral Toxicity (c)	III	0.7097	70.97%
Estrogen receptor binding	+	0.7899	78.99%
Androgen receptor binding	-	0.6979	69.79%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5862	58.62%
Aromatase binding	+	0.6740	67.40%
PPAR gamma	+	0.6657	66.57%
Honey bee toxicity	-	0.8396	83.96%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.5649	56.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	98.76%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.53%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.94%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.21%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.18%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.48%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.21%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.85%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	88.77%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.36%	96.95%
CHEMBL2535	P11166	Glucose transporter	86.25%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.98%	91.07%
CHEMBL221	P23219	Cyclooxygenase-1	85.81%	90.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.58%	95.83%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.95%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.46%	99.17%
CHEMBL4208	P20618	Proteasome component C5	84.25%	90.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.93%	94.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.89%	95.56%
CHEMBL5028	O14672	ADAM10	82.67%	97.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.37%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.22%	86.92%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.10%	87.67%

Plants that contains it

• Neolitsea cassia

Cross-Links

• PubChem: 70692598
• NPASS: NPC242756