Helicianeoide B

Details

• Internal ID: d19a5129-87d3-443f-8bab-5924614f3d49
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)O)OC5C(C(C(C(O5)COC6C(C(C(CO6)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C32H38O20/c1-9-19(38)24(43)29(52-31-26(45)23(42)21(40)17(50-31)8-47-30-25(44)20(39)15(37)7-46-30)32(48-9)51-28-22(41)18-14(36)5-11(33)6-16(18)49-27(28)10-2-3-12(34)13(35)4-10/h2-6,9,15,17,19-21,23-26,29-40,42-45H,7-8H2,1H3/t9-,15+,17+,19-,20-,21+,23-,24+,25+,26+,29+,30-,31-,32-/m0/s1
• InChI Key: GBLIGVGNDPHVIN-LOPYEWRSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₂₀
• Molecular Weight: 742.60 g/mol
• Exact Mass: 742.19564360 g/mol
• Topological Polar Surface Area (TPSA): 324.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -3.22
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 8

Synonyms

• 496066-89-8
• 3-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
• Helieianeoside B
• Q-100277

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5925	59.25%
Caco-2	-	0.8996	89.96%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7137	71.37%
OATP2B1 inhibitior	-	0.7150	71.50%
OATP1B1 inhibitior	+	0.9012	90.12%
OATP1B3 inhibitior	+	0.9228	92.28%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5176	51.76%
P-glycoprotein inhibitior	-	0.5198	51.98%
P-glycoprotein substrate	+	0.6487	64.87%
CYP3A4 substrate	+	0.6930	69.30%
CYP2C9 substrate	-	0.7038	70.38%
CYP2D6 substrate	-	0.8611	86.11%
CYP3A4 inhibition	-	0.9488	94.88%
CYP2C9 inhibition	-	0.9543	95.43%
CYP2C19 inhibition	-	0.9153	91.53%
CYP2D6 inhibition	-	0.9336	93.36%
CYP1A2 inhibition	-	0.8945	89.45%
CYP2C8 inhibition	+	0.8315	83.15%
CYP inhibitory promiscuity	-	0.8711	87.11%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6792	67.92%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.9075	90.75%
Skin irritation	-	0.8344	83.44%
Skin corrosion	-	0.9628	96.28%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6582	65.82%
Micronuclear	+	0.5874	58.74%
Hepatotoxicity	+	0.5899	58.99%
skin sensitisation	-	0.9166	91.66%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9783	97.83%
Acute Oral Toxicity (c)	III	0.5957	59.57%
Estrogen receptor binding	+	0.7944	79.44%
Androgen receptor binding	+	0.6074	60.74%
Thyroid receptor binding	-	0.4891	48.91%
Glucocorticoid receptor binding	+	0.5571	55.71%
Aromatase binding	+	0.5688	56.88%
PPAR gamma	+	0.6992	69.92%
Honey bee toxicity	-	0.7060	70.60%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5250	52.50%
Fish aquatic toxicity	+	0.9007	90.07%

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	99.81%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.71%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.20%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.90%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.53%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.74%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.16%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.16%	94.73%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.92%	95.64%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.91%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.57%	95.56%
CHEMBL4208	P20618	Proteasome component C5	86.79%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.68%	97.09%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	85.72%	80.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.82%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.50%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.34%	97.36%
CHEMBL226	P30542	Adenosine A1 receptor	82.97%	95.93%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.05%	95.78%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.35%	80.78%
CHEMBL1937	Q92769	Histone deacetylase 2	81.19%	94.75%

Plants that contains it

• Chrysosplenium americanum
• Eriocapitella tomentosa
• Eritrichium sericeum
• Olea europaea
• Phlogacanthus tubiflorus
• Sabia japonica
• Woodsia manchuriensis

Cross-Links

• PubChem: 91758417
• NPASS: NPC230826