(4R,12R,13S,14S,16S,18R)-4,12,14-tris(4-hydroxyphenyl)-16-[2-(4-hydroxyphenyl)ethyl]-8-methoxy-3,11,15-trioxatetracyclo[8.8.0.02,7.013,18]octadeca-1,7,9-trien-6-one

Details

• Internal ID: 72401576-2dd9-46ae-b111-6f9f6d58b7de
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
• IUPAC Name: (4R,12R,13S,14S,16S,18R)-4,12,14-tris(4-hydroxyphenyl)-16-[2-(4-hydroxyphenyl)ethyl]-8-methoxy-3,11,15-trioxatetracyclo[8.8.0.02,7.013,18]octadeca-1,7,9-trien-6-one
• SMILES (Canonical): COC1=C2C(=O)CC(OC2=C3C4CC(OC(C4C(OC3=C1)C5=CC=C(C=C5)O)C6=CC=C(C=C6)O)CCC7=CC=C(C=C7)O)C8=CC=C(C=C8)O
• SMILES (Isomeric): COC1=C2C(=O)C[C@@H](OC2=C3[C@@H]4C[C@@H](O[C@@H]([C@H]4[C@@H](OC3=C1)C5=CC=C(C=C5)O)C6=CC=C(C=C6)O)CCC7=CC=C(C=C7)O)C8=CC=C(C=C8)O
• InChI: InChI=1S/C42H38O9/c1-48-35-22-36-37(42-39(35)33(47)21-34(50-42)24-5-13-28(44)14-6-24)32-20-31(19-4-23-2-11-27(43)12-3-23)49-40(25-7-15-29(45)16-8-25)38(32)41(51-36)26-9-17-30(46)18-10-26/h2-3,5-18,22,31-32,34,38,40-41,43-46H,4,19-21H2,1H3/t31-,32-,34+,38-,40+,41-/m0/s1
• InChI Key: VIDHFKRYBXNWLN-FKYHOBAESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₃₈O₉
• Molecular Weight: 686.70 g/mol
• Exact Mass: 686.25158279 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 8.22
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9763	97.63%
Caco-2	-	0.8452	84.52%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8825	88.25%
OATP2B1 inhibitior	-	0.7129	71.29%
OATP1B1 inhibitior	+	0.8530	85.30%
OATP1B3 inhibitior	+	0.9649	96.49%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9878	98.78%
P-glycoprotein inhibitior	+	0.8868	88.68%
P-glycoprotein substrate	+	0.5420	54.20%
CYP3A4 substrate	+	0.6762	67.62%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.6817	68.17%
CYP3A4 inhibition	+	0.5078	50.78%
CYP2C9 inhibition	+	0.7194	71.94%
CYP2C19 inhibition	+	0.7918	79.18%
CYP2D6 inhibition	-	0.6788	67.88%
CYP1A2 inhibition	+	0.7918	79.18%
CYP2C8 inhibition	+	0.8809	88.09%
CYP inhibitory promiscuity	+	0.7442	74.42%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5701	57.01%
Eye corrosion	-	0.9785	97.85%
Eye irritation	-	0.9108	91.08%
Skin irritation	-	0.7928	79.28%
Skin corrosion	-	0.9685	96.85%
Ames mutagenesis	+	0.5630	56.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.9235	92.35%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6471	64.71%
Acute Oral Toxicity (c)	III	0.7309	73.09%
Estrogen receptor binding	+	0.8385	83.85%
Androgen receptor binding	+	0.8044	80.44%
Thyroid receptor binding	+	0.6235	62.35%
Glucocorticoid receptor binding	+	0.7448	74.48%
Aromatase binding	-	0.6056	60.56%
PPAR gamma	+	0.7532	75.32%
Honey bee toxicity	-	0.7039	70.39%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5751	57.51%
Fish aquatic toxicity	+	0.7358	73.58%

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	98.59%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.91%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.78%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.01%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.96%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.96%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.16%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.25%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.84%	95.56%
CHEMBL4208	P20618	Proteasome component C5	91.76%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.93%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.88%	85.14%
CHEMBL2535	P11166	Glucose transporter	88.44%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.36%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.12%	95.89%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.47%	97.21%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.65%	82.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.41%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.56%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.49%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.30%	86.92%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.45%	94.03%

Plants that contains it

• Alpinia roxburghii

Cross-Links

• PubChem: 10508798
• LOTUS: LTS0273716
• wikiData: Q105286761