2-(2-phenylethyl)-7-[[(6R,7S)-6,7,8-trihydroxy-4-oxo-2-(2-phenylethyl)-5,6,7,8-tetrahydrochromen-5-yl]oxy]-6-[[(6S,8R)-6,7,8-trihydroxy-4-oxo-2-(2-phenylethyl)-5,6,7,8-tetrahydrochromen-5-yl]oxy]chromen-4-one

Details

• Internal ID: ef254e3f-b865-45ff-b135-ace0724b696a
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 2-(2-phenylethyl)-7-[[(6R,7S)-6,7,8-trihydroxy-4-oxo-2-(2-phenylethyl)-5,6,7,8-tetrahydrochromen-5-yl]oxy]-6-[[(6S,8R)-6,7,8-trihydroxy-4-oxo-2-(2-phenylethyl)-5,6,7,8-tetrahydrochromen-5-yl]oxy]chromen-4-one
• SMILES (Canonical): C1=CC=C(C=C1)CCC2=CC(=O)C3=CC(=C(C=C3O2)OC4C(C(C(C5=C4C(=O)C=C(O5)CCC6=CC=CC=C6)O)O)O)OC7C(C(C(C8=C7C(=O)C=C(O8)CCC9=CC=CC=C9)O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)CCC2=CC(=O)C3=CC(=C(C=C3O2)OC4[C@@H]([C@@H](C(C5=C4C(=O)C=C(O5)CCC6=CC=CC=C6)O)O)O)OC7[C@H](C([C@H](C8=C7C(=O)C=C(O8)CCC9=CC=CC=C9)O)O)O
• InChI: InChI=1S/C51H46O14/c52-34-22-30(19-16-27-10-4-1-5-11-27)61-37-26-39(65-51-41-36(54)24-32(21-18-29-14-8-3-9-15-29)63-49(41)45(58)43(56)47(51)60)38(25-33(34)37)64-50-40-35(53)23-31(20-17-28-12-6-2-7-13-28)62-48(40)44(57)42(55)46(50)59/h1-15,22-26,42-47,50-51,55-60H,16-21H2/t42?,43-,44-,45?,46+,47-,50?,51?/m1/s1
• InChI Key: GMADWMNHGFIIFR-KUFGEZAFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₄₆O₁₄
• Molecular Weight: 882.90 g/mol
• Exact Mass: 882.28875614 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 4.83
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5737	57.37%
Caco-2	-	0.8840	88.40%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6691	66.91%
OATP2B1 inhibitior	-	0.7056	70.56%
OATP1B1 inhibitior	+	0.8948	89.48%
OATP1B3 inhibitior	+	0.9661	96.61%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8477	84.77%
P-glycoprotein inhibitior	+	0.7413	74.13%
P-glycoprotein substrate	+	0.5562	55.62%
CYP3A4 substrate	+	0.5860	58.60%
CYP2C9 substrate	-	0.6189	61.89%
CYP2D6 substrate	-	0.7562	75.62%
CYP3A4 inhibition	-	0.6605	66.05%
CYP2C9 inhibition	-	0.6699	66.99%
CYP2C19 inhibition	-	0.7373	73.73%
CYP2D6 inhibition	-	0.8953	89.53%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.7274	72.74%
CYP inhibitory promiscuity	-	0.7770	77.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6751	67.51%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9017	90.17%
Skin irritation	-	0.7198	71.98%
Skin corrosion	-	0.9295	92.95%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7005	70.05%
Micronuclear	+	0.5618	56.18%
Hepatotoxicity	-	0.5512	55.12%
skin sensitisation	-	0.7852	78.52%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9036	90.36%
Acute Oral Toxicity (c)	III	0.5779	57.79%
Estrogen receptor binding	+	0.7949	79.49%
Androgen receptor binding	+	0.7685	76.85%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5471	54.71%
Aromatase binding	-	0.5377	53.77%
PPAR gamma	+	0.7154	71.54%
Honey bee toxicity	-	0.7337	73.37%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5749	57.49%
Fish aquatic toxicity	+	0.7476	74.76%

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	97.57%	91.11%
CHEMBL240	Q12809	HERG	94.53%	89.76%
CHEMBL2581	P07339	Cathepsin D	93.55%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.39%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.14%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.21%	99.17%
CHEMBL2535	P11166	Glucose transporter	88.99%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.30%	95.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.22%	94.62%
CHEMBL3401	O75469	Pregnane X receptor	85.76%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.75%	89.00%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	82.46%	87.50%
CHEMBL3891	P07384	Calpain 1	81.29%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.05%	95.89%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.72%	94.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.23%	95.89%

Plants that contains it

• Aquilaria malaccensis

Cross-Links

• PubChem: 5316895
• NPASS: NPC194526