5-Hydroxy-3-[(4-methoxyphenyl)methyl]-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one

Details

• Internal ID: f3c130e0-2893-421b-910b-a6060ab615c2
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids > Homoisoflavans > Homoisoflavanones
• IUPAC Name: 5-hydroxy-3-[(4-methoxyphenyl)methyl]-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OCC(C4=O)CC5=CC=C(C=C5)OC)O)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OCC(C4=O)CC5=CC=C(C=C5)OC)O)O)O)O)O)O)O
• InChI: InChI=1S/C29H36O14/c1-12-21(31)24(34)26(36)28(41-12)40-11-19-23(33)25(35)27(37)29(43-19)42-16-8-17(30)20-18(9-16)39-10-14(22(20)32)7-13-3-5-15(38-2)6-4-13/h3-6,8-9,12,14,19,21,23-31,33-37H,7,10-11H2,1-2H3
• InChI Key: MNAJRLRTCXSJDZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₆O₁₄
• Molecular Weight: 608.60 g/mol
• Exact Mass: 608.21050582 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.13
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6206	62.06%
Caco-2	-	0.8834	88.34%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5858	58.58%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9245	92.45%
OATP1B3 inhibitior	+	0.9652	96.52%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8540	85.40%
P-glycoprotein inhibitior	-	0.6221	62.21%
P-glycoprotein substrate	+	0.5154	51.54%
CYP3A4 substrate	+	0.6431	64.31%
CYP2C9 substrate	-	0.8284	82.84%
CYP2D6 substrate	-	0.8466	84.66%
CYP3A4 inhibition	-	0.9136	91.36%
CYP2C9 inhibition	-	0.9176	91.76%
CYP2C19 inhibition	-	0.8727	87.27%
CYP2D6 inhibition	-	0.9057	90.57%
CYP1A2 inhibition	-	0.8720	87.20%
CYP2C8 inhibition	+	0.5786	57.86%
CYP inhibitory promiscuity	-	0.7655	76.55%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6711	67.11%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9227	92.27%
Skin irritation	-	0.8387	83.87%
Skin corrosion	-	0.9622	96.22%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7493	74.93%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.7458	74.58%
skin sensitisation	-	0.9120	91.20%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8568	85.68%
Acute Oral Toxicity (c)	III	0.7345	73.45%
Estrogen receptor binding	+	0.7817	78.17%
Androgen receptor binding	+	0.5528	55.28%
Thyroid receptor binding	+	0.5284	52.84%
Glucocorticoid receptor binding	+	0.5755	57.55%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7164	71.64%
Honey bee toxicity	-	0.7818	78.18%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.7812	78.12%

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	99.51%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.77%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.04%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.33%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.46%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.92%	97.09%
CHEMBL4208	P20618	Proteasome component C5	92.81%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.31%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.65%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.07%	94.80%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.06%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.07%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	88.82%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.59%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.47%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	87.78%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.53%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.30%	92.62%
CHEMBL2179	P04062	Beta-glucocerebrosidase	84.17%	85.31%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	83.59%	96.69%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.30%	97.36%
CHEMBL5957	P21589	5'-nucleotidase	83.19%	97.78%
CHEMBL226	P30542	Adenosine A1 receptor	82.57%	95.93%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.13%	95.53%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.12%	93.40%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.79%	86.92%

Plants that contains it

• Ledebouria floribunda

Cross-Links

• PubChem: 163055696
• LOTUS: LTS0023618
• wikiData: Q105168227