Crocin 5

Details

• Internal ID: 0423c42b-abc6-4cf1-a200-d0dbd8e3b94c
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2E,4E,6E,8E,10E,12E,14E)-16-oxo-16-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexadeca-2,4,6,8,10,12,14-heptaenoic acid
• SMILES (Canonical): C(C1C(C(C(C(O1)OC(=O)C=CC=CC=CC=CC=CC=CC=CC(=O)O)O)O)O)O
• SMILES (Isomeric): C([C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC(=O)/C=C/C=C/C=C/C=C/C=C/C=C/C=C/C(=O)O)O)O)O)O
• InChI: InChI=1S/C22H26O9/c23-15-16-19(27)20(28)21(29)22(30-16)31-18(26)14-12-10-8-6-4-2-1-3-5-7-9-11-13-17(24)25/h1-14,16,19-23,27-29H,15H2,(H,24,25)/b2-1+,5-3+,6-4+,9-7+,10-8+,13-11+,14-12+/t16-,19-,20+,21-,22+/m1/s1
• InChI Key: CAQFFFVKIWJMFU-VLKFUWSTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₉
• Molecular Weight: 434.40 g/mol
• Exact Mass: 434.15768240 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 0.31
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 10

Synonyms

• 174916-30-4
• (2E,4E,6E,8E,10E,12E,14E)-16-oxo-16-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexadeca-2,4,6,8,10,12,14-heptaenoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8852	88.52%
Caco-2	-	0.8680	86.80%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7388	73.88%
OATP2B1 inhibitior	-	0.8529	85.29%
OATP1B1 inhibitior	+	0.8984	89.84%
OATP1B3 inhibitior	+	0.9614	96.14%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8269	82.69%
P-glycoprotein inhibitior	-	0.6212	62.12%
P-glycoprotein substrate	-	0.9765	97.65%
CYP3A4 substrate	-	0.5176	51.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8773	87.73%
CYP3A4 inhibition	-	0.9269	92.69%
CYP2C9 inhibition	-	0.9530	95.30%
CYP2C19 inhibition	-	0.9461	94.61%
CYP2D6 inhibition	-	0.9478	94.78%
CYP1A2 inhibition	-	0.9737	97.37%
CYP2C8 inhibition	-	0.8531	85.31%
CYP inhibitory promiscuity	-	0.9648	96.48%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7745	77.45%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.8873	88.73%
Skin irritation	-	0.8428	84.28%
Skin corrosion	-	0.9542	95.42%
Ames mutagenesis	-	0.7970	79.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5898	58.98%
Micronuclear	-	0.6541	65.41%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.9027	90.27%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7116	71.16%
Acute Oral Toxicity (c)	IV	0.4879	48.79%
Estrogen receptor binding	+	0.5654	56.54%
Androgen receptor binding	-	0.6459	64.59%
Thyroid receptor binding	-	0.5681	56.81%
Glucocorticoid receptor binding	+	0.5948	59.48%
Aromatase binding	+	0.5973	59.73%
PPAR gamma	+	0.6112	61.12%
Honey bee toxicity	-	0.7799	77.99%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8255	82.55%
Fish aquatic toxicity	-	0.6396	63.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.67%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.69%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.43%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.65%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.71%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.60%	96.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.11%	92.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.17%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	80.15%	94.73%

Plants that contains it

• Crocus sativus

Cross-Links

• PubChem: 100956919
• NPASS: NPC177753
• LOTUS: LTS0247873
• wikiData: Q105201445