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

Details

• Internal ID: 2ae901c4-65e3-4e47-b15d-9de4fcaaff14
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 2-(2-phenylethyl)-5-[[(5S,8S)-5,7,8-trihydroxy-4-oxo-2-(2-phenylethyl)-5,6,7,8-tetrahydrochromen-6-yl]oxy]-8-[[(6S,7R)-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=C(O2)C(C(C(C3O)OC4=C5C(=O)C=C(OC5=C(C=C4)OC6C(C(C(C7=C6C(=O)C=C(O7)CCC8=CC=CC=C8)O)O)O)CCC9=CC=CC=C9)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)CCC2=CC(=O)C3=C(O2)[C@H](C(C([C@H]3O)OC4=C5C(=O)C=C(OC5=C(C=C4)OC6[C@H]([C@H](C(C7=C6C(=O)C=C(O7)CCC8=CC=CC=C8)O)O)O)CCC9=CC=CC=C9)O)O
• InChI: InChI=1S/C51H46O14/c52-33-24-30(19-16-27-10-4-1-5-11-27)61-47-37(65-50-40-35(54)26-32(21-18-29-14-8-3-9-15-29)63-49(40)43(57)42(56)44(50)58)23-22-36(38(33)47)64-51-41(55)39-34(53)25-31(62-48(39)45(59)46(51)60)20-17-28-12-6-2-7-13-28/h1-15,22-26,41-46,50-51,55-60H,16-21H2/t41-,42-,43?,44-,45-,46?,50?,51?/m0/s1
• InChI Key: NFSYVFWMPSJRPR-ZGSNPGDPSA-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	-	0.8783	87.83%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6691	66.91%
OATP2B1 inhibitior	-	0.5685	56.85%
OATP1B1 inhibitior	+	0.8854	88.54%
OATP1B3 inhibitior	+	0.9661	96.61%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9083	90.83%
P-glycoprotein inhibitior	+	0.7444	74.44%
P-glycoprotein substrate	+	0.5357	53.57%
CYP3A4 substrate	+	0.6303	63.03%
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	+	0.6759	67.59%
CYP inhibitory promiscuity	-	0.7770	77.70%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6751	67.51%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.7198	71.98%
Skin corrosion	-	0.9295	92.95%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6931	69.31%
Micronuclear	+	0.5618	56.18%
Hepatotoxicity	-	0.5984	59.84%
skin sensitisation	-	0.7852	78.52%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8562	85.62%
Acute Oral Toxicity (c)	III	0.5779	57.79%
Estrogen receptor binding	+	0.7843	78.43%
Androgen receptor binding	+	0.8012	80.12%
Thyroid receptor binding	+	0.5315	53.15%
Glucocorticoid receptor binding	+	0.5661	56.61%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7320	73.20%
Honey bee toxicity	-	0.6424	64.24%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
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
CHEMBL240	Q12809	HERG	98.51%	89.76%
CHEMBL2581	P07339	Cathepsin D	94.57%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.64%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.81%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.67%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.15%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	89.75%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.69%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.90%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.38%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.15%	95.89%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	82.88%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	82.65%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.31%	94.62%
CHEMBL2535	P11166	Glucose transporter	81.06%	98.75%

Plants that contains it

• Aquilaria malaccensis

Cross-Links

• PubChem: 5316901
• NPASS: NPC9029