Cichorioside B

Details

• Internal ID: 5b68567c-9ac9-4134-9ebf-c7f8023d56c7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (3S,3aR,4S,9aS,9bR)-4-hydroxy-3,6-dimethyl-9-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-2,7-dione
• SMILES (Canonical): CC1C2C(CC(=C3C(C2OC1=O)C(=CC3=O)COC4C(C(C(C(O4)CO)O)O)O)C)O
• SMILES (Isomeric): C[C@H]1[C@@H]2[C@H](CC(=C3[C@@H]([C@H]2OC1=O)C(=CC3=O)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C)O
• InChI: InChI=1S/C21H28O10/c1-7-3-10(23)14-8(2)20(28)31-19(14)15-9(4-11(24)13(7)15)6-29-21-18(27)17(26)16(25)12(5-22)30-21/h4,8,10,12,14-19,21-23,25-27H,3,5-6H2,1-2H3/t8-,10-,12+,14+,15-,16+,17-,18+,19-,21+/m0/s1
• InChI Key: ZEMSXERQBUSFBA-YNZHIRHJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₁₀
• Molecular Weight: 440.40 g/mol
• Exact Mass: 440.16824709 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -1.81
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

• 117037-78-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6440	64.40%
Caco-2	-	0.8047	80.47%
Blood Brain Barrier	-	0.5411	54.11%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7066	70.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8746	87.46%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5881	58.81%
P-glycoprotein inhibitior	-	0.7732	77.32%
P-glycoprotein substrate	-	0.7279	72.79%
CYP3A4 substrate	+	0.6226	62.26%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8999	89.99%
CYP3A4 inhibition	-	0.8685	86.85%
CYP2C9 inhibition	-	0.8572	85.72%
CYP2C19 inhibition	-	0.8691	86.91%
CYP2D6 inhibition	-	0.9227	92.27%
CYP1A2 inhibition	-	0.8511	85.11%
CYP2C8 inhibition	-	0.7196	71.96%
CYP inhibitory promiscuity	-	0.9200	92.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6252	62.52%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9589	95.89%
Skin irritation	-	0.7331	73.31%
Skin corrosion	-	0.9372	93.72%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5909	59.09%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5120	51.20%
skin sensitisation	-	0.8688	86.88%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6497	64.97%
Acute Oral Toxicity (c)	III	0.5621	56.21%
Estrogen receptor binding	+	0.5318	53.18%
Androgen receptor binding	+	0.6481	64.81%
Thyroid receptor binding	-	0.6552	65.52%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5132	51.32%
PPAR gamma	-	0.6232	62.32%
Honey bee toxicity	-	0.7621	76.21%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6850	68.50%
Fish aquatic toxicity	+	0.7190	71.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.11%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.52%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.09%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.00%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.58%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.09%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	87.47%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.45%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.21%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.65%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.77%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.79%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.48%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.11%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.45%	96.61%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.22%	99.23%

Plants that contains it

• Agathosma scaberula
• Balanophora harlandii
• Callitris drummondii
• Capuronianthus mahafalensis
• Cardiospermum grandiflorum
• Cichorium endivia
• Cichorium intybus
• Crepidiastrum keiskeanum
• Euphorbia nicaeensis
• Lactuca sativa
• Lactuca tatarica
• Lactuca triangulata
• Lactuca virosa
• Lupinus cosentinii
• Polemonium caeruleum
• Solanum villosum
• Strychnos ledermannii
• Viburnum davidii

Cross-Links

• PubChem: 101701639
• NPASS: NPC302172
• LOTUS: LTS0106950
• wikiData: Q105373427