Camellianin B

Details

• Internal ID: 6e763f2c-4030-4aa0-9d8a-04c5ec535686
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-7-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3=CC(=CC4=C3C(=O)C=C(O4)C5=CC=C(C=C5)O)O)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC3=CC(=CC4=C3C(=O)C=C(O4)C5=CC=C(C=C5)O)O)CO)O)O)O
• InChI: InChI=1S/C27H30O14/c1-10-20(32)21(33)23(35)26(37-10)41-25-18(9-28)40-27(24(36)22(25)34)39-17-7-13(30)6-16-19(17)14(31)8-15(38-16)11-2-4-12(29)5-3-11/h2-8,10,18,20-30,32-36H,9H2,1H3/t10-,18+,20-,21+,22+,23+,24+,25+,26-,27+/m0/s1
• InChI Key: LRFDUPNLCDXZOE-ZLDQKHMLSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₄
• Molecular Weight: 578.50 g/mol
• Exact Mass: 578.16355563 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.10
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

• 109232-76-0
• 5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-7-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
• DTXSID00148850
• HY-N9314
• C29-H30-O14
• CS-0159365
• E88898
• 4H-1-Benzopyran-4-one, 5-((4-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-7-hydroxy-2-(4-hydroxyphenyl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5193	51.93%
Caco-2	-	0.9018	90.18%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7135	71.35%
OATP2B1 inhibitior	-	0.7021	70.21%
OATP1B1 inhibitior	+	0.8751	87.51%
OATP1B3 inhibitior	+	0.9544	95.44%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7754	77.54%
P-glycoprotein inhibitior	-	0.6635	66.35%
P-glycoprotein substrate	-	0.5508	55.08%
CYP3A4 substrate	+	0.6353	63.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8471	84.71%
CYP3A4 inhibition	-	0.8713	87.13%
CYP2C9 inhibition	-	0.8929	89.29%
CYP2C19 inhibition	-	0.9499	94.99%
CYP2D6 inhibition	-	0.9496	94.96%
CYP1A2 inhibition	-	0.8964	89.64%
CYP2C8 inhibition	+	0.6905	69.05%
CYP inhibitory promiscuity	-	0.6127	61.27%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6441	64.41%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9149	91.49%
Skin irritation	-	0.8200	82.00%
Skin corrosion	-	0.9658	96.58%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5123	51.23%
Micronuclear	+	0.6233	62.33%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9324	93.24%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8392	83.92%
Acute Oral Toxicity (c)	III	0.6434	64.34%
Estrogen receptor binding	+	0.7473	74.73%
Androgen receptor binding	+	0.6852	68.52%
Thyroid receptor binding	+	0.5258	52.58%
Glucocorticoid receptor binding	+	0.5770	57.70%
Aromatase binding	+	0.5816	58.16%
PPAR gamma	+	0.7531	75.31%
Honey bee toxicity	-	0.6324	63.24%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	0.7658	76.58%

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	98.83%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.55%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.00%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.04%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.77%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.34%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	90.60%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	89.39%	91.49%
CHEMBL3194	P02766	Transthyretin	88.94%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.47%	95.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.34%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.79%	96.21%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.45%	83.57%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.94%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.83%	97.36%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.69%	91.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.00%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.90%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.28%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.44%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.42%	99.17%
CHEMBL242	Q92731	Estrogen receptor beta	81.03%	98.35%

Plants that contains it

• Camellia sinensis

Cross-Links

• PubChem: 5487342
• NPASS: NPC299431
• LOTUS: LTS0012131
• wikiData: Q83014502