(2,4-dihydroxyphenyl)-[(2R,3R,4R,5S)-5-(2,4-dihydroxyphenyl)-2-(4-hydroxyphenyl)-4-[(S)-(4-hydroxyphenyl)-[(2R,3R)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-8-yl]methyl]oxolan-3-yl]methanone

Details

• Internal ID: 5f9d226b-5c9f-4b78-9b51-91581c433044
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans
• IUPAC Name: (2,4-dihydroxyphenyl)-[(2R,3R,4R,5S)-5-(2,4-dihydroxyphenyl)-2-(4-hydroxyphenyl)-4-[(S)-(4-hydroxyphenyl)-[(2R,3R)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-8-yl]methyl]oxolan-3-yl]methanone
• SMILES (Canonical): C1C(C(OC2=C1C(=CC(=C2C(C3C(C(OC3C4=C(C=C(C=C4)O)O)C5=CC=C(C=C5)O)C(=O)C6=C(C=C(C=C6)O)O)C7=CC=C(C=C7)O)O)O)C8=CC=C(C=C8)O)O
• SMILES (Isomeric): C1[C@H]([C@H](OC2=C1C(=CC(=C2[C@@H]([C@@H]3[C@H]([C@@H](O[C@@H]3C4=C(C=C(C=C4)O)O)C5=CC=C(C=C5)O)C(=O)C6=C(C=C(C=C6)O)O)C7=CC=C(C=C7)O)O)O)C8=CC=C(C=C8)O)O
• InChI: InChI=1S/C45H38O13/c46-24-7-1-21(2-8-24)37(38-35(54)20-34(53)31-19-36(55)42(57-45(31)38)22-3-9-25(47)10-4-22)39-40(41(56)29-15-13-27(49)17-32(29)51)43(23-5-11-26(48)12-6-23)58-44(39)30-16-14-28(50)18-33(30)52/h1-18,20,36-37,39-40,42-44,46-55H,19H2/t36-,37+,39-,40+,42-,43+,44-/m1/s1
• InChI Key: HJSXVDZCHBGWGS-NBLFAAJMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₃₈O₁₃
• Molecular Weight: 786.80 g/mol
• Exact Mass: 786.23124126 g/mol
• Topological Polar Surface Area (TPSA): 238.00 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 6.83
• H-Bond Acceptor: 13
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9740	97.40%
Caco-2	-	0.9147	91.47%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6794	67.94%
OATP2B1 inhibitior	-	0.5661	56.61%
OATP1B1 inhibitior	+	0.7759	77.59%
OATP1B3 inhibitior	-	0.4619	46.19%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9429	94.29%
P-glycoprotein inhibitior	+	0.7256	72.56%
P-glycoprotein substrate	+	0.6504	65.04%
CYP3A4 substrate	+	0.6605	66.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7550	75.50%
CYP3A4 inhibition	-	0.5102	51.02%
CYP2C9 inhibition	-	0.5971	59.71%
CYP2C19 inhibition	-	0.6782	67.82%
CYP2D6 inhibition	-	0.8553	85.53%
CYP1A2 inhibition	-	0.6777	67.77%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.6460	64.60%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5237	52.37%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8780	87.80%
Skin irritation	-	0.6060	60.60%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8216	82.16%
Micronuclear	+	0.8959	89.59%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7796	77.96%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6259	62.59%
Acute Oral Toxicity (c)	III	0.3558	35.58%
Estrogen receptor binding	+	0.7952	79.52%
Androgen receptor binding	+	0.7590	75.90%
Thyroid receptor binding	+	0.5684	56.84%
Glucocorticoid receptor binding	-	0.4783	47.83%
Aromatase binding	-	0.6290	62.90%
PPAR gamma	+	0.7094	70.94%
Honey bee toxicity	-	0.7525	75.25%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.7756	77.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.63%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.59%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.58%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.73%	89.00%
CHEMBL2535	P11166	Glucose transporter	91.39%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.68%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	90.37%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.31%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.34%	90.71%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.33%	93.40%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.13%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.82%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.13%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.97%	95.56%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	86.94%	85.11%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	86.39%	96.42%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.88%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.56%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.48%	94.45%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.13%	85.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.07%	100.00%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	84.61%	97.23%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.14%	97.36%
CHEMBL226	P30542	Adenosine A1 receptor	83.31%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.00%	86.33%
CHEMBL217	P14416	Dopamine D2 receptor	81.96%	95.62%

Plants that contains it

• Ochna calodendron

Cross-Links

• PubChem: 162980273
• LOTUS: LTS0102853
• wikiData: Q105029426