(1R,4S,5S,11R,12R,15S,16S,22R)-4,15-bis(3,5-dihydroxyphenyl)-5,11,16,22-tetrakis(4-hydroxyphenyl)-6,17-dioxahexacyclo[10.10.0.02,10.03,7.013,21.014,18]docosa-2(10),3(7),8,13(21),14(18),19-hexaene-9,20-diol

Details

• Internal ID: a967aa60-27d6-4024-a9ff-251b7c497575
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (1R,4S,5S,11R,12R,15S,16S,22R)-4,15-bis(3,5-dihydroxyphenyl)-5,11,16,22-tetrakis(4-hydroxyphenyl)-6,17-dioxahexacyclo[10.10.0.02,10.03,7.013,21.014,18]docosa-2(10),3(7),8,13(21),14(18),19-hexaene-9,20-diol
• SMILES (Canonical): C1=CC(=CC=C1C2C3C(C(C4=C3C5=C(C=C4O)OC(C5C6=CC(=CC(=C6)O)O)C7=CC=C(C=C7)O)C8=CC=C(C=C8)O)C9=C2C(=CC1=C9C(C(O1)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1[C@H]2[C@H]3[C@H]([C@@H](C4=C3C5=C(C=C4O)O[C@@H]([C@H]5C6=CC(=CC(=C6)O)O)C7=CC=C(C=C7)O)C8=CC=C(C=C8)O)C9=C2C(=CC1=C9[C@@H]([C@H](O1)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)O)O
• InChI: InChI=1S/C56H42O12/c57-31-9-1-25(2-10-31)43-47-39(65)23-41-49(45(29-17-35(61)21-36(62)18-29)55(67-41)27-5-13-33(59)14-6-27)53(47)52-44(26-3-11-32(58)12-4-26)48-40(66)24-42-50(54(48)51(43)52)46(30-19-37(63)22-38(64)20-30)56(68-42)28-7-15-34(60)16-8-28/h1-24,43-46,51-52,55-66H/t43-,44-,45+,46+,51+,52+,55-,56-/m1/s1
• InChI Key: HEIKOEZNFLUAEJ-JHKGRLGISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₄₂O₁₂
• Molecular Weight: 906.90 g/mol
• Exact Mass: 906.26762677 g/mol
• Topological Polar Surface Area (TPSA): 221.00 Ų
• XlogP: 9.10
• Atomic LogP (AlogP): 10.43
• H-Bond Acceptor: 12
• H-Bond Donor: 10
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9810	98.10%
Caco-2	-	0.8862	88.62%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6767	67.67%
OATP2B1 inhibitior	-	0.5625	56.25%
OATP1B1 inhibitior	+	0.7662	76.62%
OATP1B3 inhibitior	-	0.3173	31.73%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7884	78.84%
P-glycoprotein inhibitior	+	0.7130	71.30%
P-glycoprotein substrate	-	0.8955	89.55%
CYP3A4 substrate	-	0.5206	52.06%
CYP2C9 substrate	-	0.7778	77.78%
CYP2D6 substrate	+	0.4927	49.27%
CYP3A4 inhibition	+	0.5462	54.62%
CYP2C9 inhibition	+	0.9248	92.48%
CYP2C19 inhibition	+	0.8391	83.91%
CYP2D6 inhibition	-	0.8110	81.10%
CYP1A2 inhibition	+	0.9059	90.59%
CYP2C8 inhibition	+	0.6337	63.37%
CYP inhibitory promiscuity	+	0.9234	92.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.4300	43.00%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8284	82.84%
Skin irritation	+	0.5375	53.75%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8367	83.67%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.7878	78.78%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.6985	69.85%
Acute Oral Toxicity (c)	III	0.4540	45.40%
Estrogen receptor binding	+	0.7539	75.39%
Androgen receptor binding	+	0.7901	79.01%
Thyroid receptor binding	+	0.6475	64.75%
Glucocorticoid receptor binding	+	0.5872	58.72%
Aromatase binding	-	0.5121	51.21%
PPAR gamma	+	0.7288	72.88%
Honey bee toxicity	-	0.8503	85.03%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9499	94.99%

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	97.29%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.23%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.11%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	85.91%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.07%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.54%	99.15%
CHEMBL3194	P02766	Transthyretin	82.47%	90.71%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.80%	93.40%
CHEMBL1951	P21397	Monoamine oxidase A	80.71%	91.49%

Plants that contains it

• Acacia adunca
• Adiantum philippense
• Aldama incana
• Annona cornifolia
• Artemisia pedemontana subsp. assoana
• Astragalus sempervirens
• Calostephane divaricata
• Caragana aurantiaca
• Chaenomeles sinensis
• Dumortiera hirsuta
• Echeveria secunda
• Eucalyptus melliodora
• Gnetum latifolium
• Goniothalamus malayanus
• Hedysarum inundatum
• Hypericum laricifolium
• Ipomoea digitata
• Lepisorus ussuriensis
• Lysimachia mauritiana
• Marrubium anisodon
• Naucleopsis ternstroemiiflora
• Ocotea pittieri
• Pastinaca sativa
• Peltostigma guatemalense
• Premna odorata
• Rauvolfia vomitoria
• Rhodanthe chlorocephala subsp. rosea
• Rumex maritimus
• Salvia syriaca
• Scutellaria amoena
• Solanum laxum
• Sophora stenophylla
• Swertia franchetiana
• Vaccinium oxycoccos
• Vitis vinifera
• Wikstroemia retusa
• Zanthoxylum tetraspermum

Cross-Links

• PubChem: 10795822
• NPASS: NPC43381
• LOTUS: LTS0116439
• wikiData: Q105026839