7-hydroxy-3-(7-methoxy-1,3-benzodioxol-5-yl)-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 86b95db9-edbc-4b64-9fd1-5971a4691840
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 7-hydroxy-3-(7-methoxy-1,3-benzodioxol-5-yl)-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=CC(=CC2=C1OCO2)C3=COC4=CC(=C(C=C4C3=O)OC5C(C(C(C(O5)COC6C(C(C(CO6)O)O)O)O)O)O)O
• SMILES (Isomeric): COC1=CC(=CC2=C1OCO2)C3=COC4=CC(=C(C=C4C3=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
• InChI: InChI=1S/C28H30O16/c1-37-17-2-10(3-18-26(17)42-9-41-18)12-6-38-15-5-13(29)16(4-11(15)20(12)31)43-28-25(36)23(34)22(33)19(44-28)8-40-27-24(35)21(32)14(30)7-39-27/h2-6,14,19,21-25,27-30,32-36H,7-9H2,1H3/t14-,19-,21+,22-,23+,24-,25-,27+,28-/m1/s1
• InChI Key: YIADNKPSPOPEJL-YTSBCNQGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₀O₁₆
• Molecular Weight: 622.50 g/mol
• Exact Mass: 622.15338487 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.46
• H-Bond Acceptor: 16
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7374	73.74%
Caco-2	-	0.9073	90.73%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6842	68.42%
OATP2B1 inhibitior	-	0.8482	84.82%
OATP1B1 inhibitior	+	0.9112	91.12%
OATP1B3 inhibitior	+	0.9538	95.38%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5200	52.00%
P-glycoprotein inhibitior	-	0.5415	54.15%
P-glycoprotein substrate	+	0.5254	52.54%
CYP3A4 substrate	+	0.6838	68.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8277	82.77%
CYP3A4 inhibition	-	0.5347	53.47%
CYP2C9 inhibition	-	0.8427	84.27%
CYP2C19 inhibition	-	0.7165	71.65%
CYP2D6 inhibition	-	0.8195	81.95%
CYP1A2 inhibition	-	0.8953	89.53%
CYP2C8 inhibition	+	0.5591	55.91%
CYP inhibitory promiscuity	-	0.6420	64.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5646	56.46%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9172	91.72%
Skin irritation	-	0.8134	81.34%
Skin corrosion	-	0.9492	94.92%
Ames mutagenesis	-	0.5208	52.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.6762	67.62%
Micronuclear	+	0.6574	65.74%
Hepatotoxicity	-	0.6101	61.01%
skin sensitisation	-	0.8703	87.03%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8759	87.59%
Acute Oral Toxicity (c)	III	0.7265	72.65%
Estrogen receptor binding	+	0.8256	82.56%
Androgen receptor binding	+	0.5877	58.77%
Thyroid receptor binding	-	0.5291	52.91%
Glucocorticoid receptor binding	+	0.5650	56.50%
Aromatase binding	+	0.5724	57.24%
PPAR gamma	+	0.7147	71.47%
Honey bee toxicity	-	0.6578	65.78%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6449	64.49%
Fish aquatic toxicity	+	0.8548	85.48%

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	99.68%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	99.04%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.13%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.78%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.63%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.21%	94.00%
CHEMBL4040	P28482	MAP kinase ERK2	93.28%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.22%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.95%	92.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.75%	89.62%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	90.76%	82.67%
CHEMBL1937	Q92769	Histone deacetylase 2	88.03%	94.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.28%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.90%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.42%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.13%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.98%	100.00%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	83.77%	92.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.70%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	83.61%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.02%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.18%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.74%	99.17%

Plants that contains it

• Pteris multifida
• Swietenia mahagoni

Cross-Links

• PubChem: 10908298
• NPASS: NPC213682