Helonioside B

Details

• Internal ID: 1d99e8bb-aba7-4d16-b722-23abae4144f1
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [(2R,3R,4S,5S)-5-[(2R,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxy-4-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-5-(hydroxymethyl)oxolan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2(C(C(C(O2)COC(=O)C=CC3=CC(=C(C=C3)O)OC)O)OC(=O)C=CC4=CC(=C(C=C4)O)OC)CO)O)O)O
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@]2([C@H]([C@@H]([C@H](O2)COC(=O)/C=C/C3=CC(=C(C=C3)O)OC)O)OC(=O)/C=C/C4=CC(=C(C=C4)O)OC)CO)O)O)O
• InChI: InChI=1S/C34H40O18/c1-17(36)47-14-24-28(41)30(43)31(44)33(49-24)52-34(16-35)32(50-27(40)11-7-19-5-9-21(38)23(13-19)46-3)29(42)25(51-34)15-48-26(39)10-6-18-4-8-20(37)22(12-18)45-2/h4-13,24-25,28-33,35,37-38,41-44H,14-16H2,1-3H3/b10-6+,11-7+/t24-,25-,28-,29-,30+,31-,32+,33-,34+/m1/s1
• InChI Key: JYCVXPNFPCYFKL-LCYVLNELSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₀O₁₈
• Molecular Weight: 736.70 g/mol
• Exact Mass: 736.22146442 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.87
• H-Bond Acceptor: 18
• H-Bond Donor: 7
• Rotatable Bonds: 14

Synonyms

• SCHEMBL14798840
• AKOS040736369
• 107647-21-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6703	67.03%
Caco-2	-	0.8881	88.81%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6938	69.38%
OATP2B1 inhibitior	-	0.7225	72.25%
OATP1B1 inhibitior	+	0.8708	87.08%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8774	87.74%
P-glycoprotein inhibitior	+	0.7097	70.97%
P-glycoprotein substrate	-	0.6650	66.50%
CYP3A4 substrate	+	0.6522	65.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8706	87.06%
CYP3A4 inhibition	-	0.8392	83.92%
CYP2C9 inhibition	-	0.8598	85.98%
CYP2C19 inhibition	-	0.8564	85.64%
CYP2D6 inhibition	-	0.9283	92.83%
CYP1A2 inhibition	-	0.8731	87.31%
CYP2C8 inhibition	+	0.7563	75.63%
CYP inhibitory promiscuity	-	0.7918	79.18%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6873	68.73%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9205	92.05%
Skin irritation	-	0.8379	83.79%
Skin corrosion	-	0.9525	95.25%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7528	75.28%
Micronuclear	-	0.5526	55.26%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8403	84.03%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8854	88.54%
Acute Oral Toxicity (c)	III	0.5989	59.89%
Estrogen receptor binding	+	0.8405	84.05%
Androgen receptor binding	+	0.6649	66.49%
Thyroid receptor binding	+	0.5572	55.72%
Glucocorticoid receptor binding	+	0.6824	68.24%
Aromatase binding	+	0.5574	55.74%
PPAR gamma	+	0.7357	73.57%
Honey bee toxicity	-	0.7405	74.05%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9651	96.51%

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	99.73%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.02%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.56%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.13%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.44%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	93.87%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.68%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	92.39%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.13%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.39%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.56%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.52%	99.17%
CHEMBL3194	P02766	Transthyretin	87.58%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.32%	89.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.83%	92.62%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.82%	97.36%
CHEMBL340	P08684	Cytochrome P450 3A4	81.76%	91.19%
CHEMBL4208	P20618	Proteasome component C5	81.68%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.47%	95.89%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.06%	97.21%
CHEMBL2535	P11166	Glucose transporter	80.55%	98.75%

Plants that contains it

• Ageratina adenophora
• Boehmeria nivea
• Crotalaria micans
• Croton poilanei
• Dasymaschalon sootepense
• Dictyoloma vandellianum
• Euonymus sachalinensis
• Felicia erigeroides
• Flueggea virosa subsp. melanthesoides
• Guatteria megalophylla
• Lupinus paniculatus
• Lycoris traubii
• Lygodium flexuosum
• Panax ginseng
• Polygonum perfoliatum
• Saccharum spontaneum
• Smilax bracteata
• Smilax china
• Strychnos staudtii
• Tsuga mertensiana

Cross-Links

• PubChem: 21636195
• NPASS: NPC46696
• LOTUS: LTS0115741
• wikiData: Q105136930