(1R,5R,6R,7S,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-7-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-18-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15(20),16,18-hexaene-6,9,17,19,21-pentol

Details

• Internal ID: 983f7ddf-d29e-4af4-92f5-3640ee88fbd3
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: (1R,5R,6R,7S,13S,21R)-5,13-bis(3,4-dihydroxyphenyl)-7-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-18-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15(20),16,18-hexaene-6,9,17,19,21-pentol
• SMILES (Canonical): C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=C3C(=CC5=C4C6C(C(O5)(OC7=C6C(=C(C(=C7)O)C8C(C(OC9=CC(=CC(=C89)O)O)C1=CC(=C(C=C1)O)O)O)O)C1=CC(=C(C=C1)O)O)O)O)C1=CC(=C(C=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@H](OC2=C1C(=CC(=C2[C@@H]3[C@H]([C@H](OC4=C3C(=CC5=C4[C@@H]6[C@H]([C@](O5)(OC7=C6C(=C(C(=C7)O)[C@@H]8[C@H]([C@H](OC9=CC(=CC(=C89)O)O)C1=CC(=C(C=C1)O)O)O)O)C1=CC(=C(C=C1)O)O)O)O)C1=CC(=C(C=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O
• InChI: InChI=1S/C60H48O24/c61-23-13-34(71)42-39(14-23)80-55(20-2-6-26(63)31(68)10-20)52(77)48(42)43-36(73)17-40-46(51(43)76)50-47-41(84-60(83-40,59(50)79)22-4-8-28(65)33(70)12-22)18-37(74)45-49(53(78)56(82-58(45)47)21-3-7-27(64)32(69)11-21)44-35(72)16-29(66)24-15-38(75)54(81-57(24)44)19-1-5-25(62)30(67)9-19/h1-14,16-18,38,48-50,52-56,59,61-79H,15H2/t38-,48+,49-,50+,52+,53+,54+,55+,56+,59+,60-/m0/s1
• InChI Key: VFVVDFLDUBZQGX-DYKORRBQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₄₈O₂₄
• Molecular Weight: 1153.00 g/mol
• Exact Mass: 1152.25355239 g/mol
• Topological Polar Surface Area (TPSA): 431.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 5.69
• H-Bond Acceptor: 24
• H-Bond Donor: 19
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7002	70.02%
Caco-2	-	0.8714	87.14%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5149	51.49%
OATP2B1 inhibitior	-	0.7151	71.51%
OATP1B1 inhibitior	+	0.9017	90.17%
OATP1B3 inhibitior	+	0.8374	83.74%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9284	92.84%
P-glycoprotein inhibitior	+	0.7293	72.93%
P-glycoprotein substrate	-	0.5070	50.70%
CYP3A4 substrate	+	0.6811	68.11%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	+	0.3672	36.72%
CYP3A4 inhibition	-	0.9095	90.95%
CYP2C9 inhibition	-	0.8939	89.39%
CYP2C19 inhibition	-	0.8571	85.71%
CYP2D6 inhibition	-	0.9488	94.88%
CYP1A2 inhibition	-	0.9758	97.58%
CYP2C8 inhibition	+	0.8103	81.03%
CYP inhibitory promiscuity	-	0.9554	95.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6019	60.19%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8947	89.47%
Skin irritation	-	0.6303	63.03%
Skin corrosion	-	0.9314	93.14%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8205	82.05%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8144	81.44%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6611	66.11%
Acute Oral Toxicity (c)	IV	0.5178	51.78%
Estrogen receptor binding	+	0.7688	76.88%
Androgen receptor binding	+	0.7858	78.58%
Thyroid receptor binding	+	0.5837	58.37%
Glucocorticoid receptor binding	+	0.5752	57.52%
Aromatase binding	+	0.5884	58.84%
PPAR gamma	+	0.7549	75.49%
Honey bee toxicity	-	0.6502	65.02%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.7943	79.43%

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	99.83%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.46%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	94.87%	91.49%
CHEMBL233	P35372	Mu opioid receptor	93.93%	97.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.23%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.31%	89.00%
CHEMBL236	P41143	Delta opioid receptor	91.14%	99.35%
CHEMBL1929	P47989	Xanthine dehydrogenase	89.42%	96.12%
CHEMBL2581	P07339	Cathepsin D	87.90%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.45%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.13%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	84.43%	83.82%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	84.34%	96.37%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.29%	94.62%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.01%	85.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.51%	95.89%
CHEMBL2535	P11166	Glucose transporter	82.29%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.75%	95.56%
CHEMBL3194	P02766	Transthyretin	80.99%	90.71%

Plants that contains it

• Cinnamomum burmanni

Cross-Links

• PubChem: 163064110
• LOTUS: LTS0240532
• wikiData: Q105285612