1beta,11alpha-Bis(4-hydroxyphenyl)-2alpha-[2alpha-(4-hydroxyphenyl)-3beta-[3-(beta-D-glucopyranosyloxy)-5-hydroxyphenyl]-6-hydroxy-2,3-dihydrobenzofuran-4-yl]-3-hydroxy-5,6beta-[(S)-2-(4-hydroxyphenyl)-1-oxaethane-1,2-diyl]-1,2,11,11abeta-tetrahydro-6H-dibenzo[cd,g]azulene-8,10-diol

Details

• Internal ID: 1da075ec-e1d6-46c0-b8e9-c1fa354367fd
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (1S,2R,3R,9S,10S,17S)-3-[(2S,3S)-6-hydroxy-2-(4-hydroxyphenyl)-3-[3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydro-1-benzofuran-4-yl]-2,9,17-tris(4-hydroxyphenyl)-8-oxapentacyclo[8.7.2.04,18.07,19.011,16]nonadeca-4(18),5,7(19),11(16),12,14-hexaene-5,13,15-triol
• SMILES (Canonical): C1=CC(=CC=C1C2C3C(C4=C(C=C(C=C4O)O)C5C(OC6=C5C3=C(C2C7=C8C(C(OC8=CC(=C7)O)C9=CC=C(C=C9)O)C1=CC(=CC(=C1)OC1C(C(C(C(O1)CO)O)O)O)O)C(=C6)O)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O)O
• SMILES (Isomeric): C1=CC(=CC=C1[C@@H]2[C@H]3[C@H](C4=C(C=C(C=C4O)O)[C@@H]5[C@H](OC6=C5C3=C([C@H]2C7=C8[C@@H]([C@H](OC8=CC(=C7)O)C9=CC=C(C=C9)O)C1=CC(=CC(=C1)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)C(=C6)O)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O)O
• InChI: InChI=1S/C62H52O17/c63-25-45-57(73)58(74)59(75)62(79-45)76-38-18-30(17-35(68)19-38)48-50-40(21-37(70)23-43(50)77-60(48)28-5-13-33(66)14-6-28)51-47(27-3-11-32(65)12-4-27)55-46(26-1-9-31(64)10-2-26)49-39(20-36(69)22-41(49)71)52-54-44(24-42(72)53(51)56(54)55)78-61(52)29-7-15-34(67)16-8-29/h1-24,45-48,51-52,55,57-75H,25H2/t45-,46+,47+,48+,51+,52+,55-,57-,58+,59-,60-,61-,62-/m1/s1
• InChI Key: LBHGUSIUQVPOKJ-OWYPFLQCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₂H₅₂O₁₇
• Molecular Weight: 1069.10 g/mol
• Exact Mass: 1068.32045019 g/mol
• Topological Polar Surface Area (TPSA): 300.00 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 7.91
• H-Bond Acceptor: 17
• H-Bond Donor: 13
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5522	55.22%
Caco-2	-	0.8828	88.28%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6029	60.29%
OATP2B1 inhibitior	-	0.8468	84.68%
OATP1B1 inhibitior	+	0.8240	82.40%
OATP1B3 inhibitior	+	0.9506	95.06%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8300	83.00%
P-glycoprotein inhibitior	+	0.7015	70.15%
P-glycoprotein substrate	-	0.6120	61.20%
CYP3A4 substrate	+	0.6657	66.57%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.7781	77.81%
CYP3A4 inhibition	-	0.8312	83.12%
CYP2C9 inhibition	-	0.8559	85.59%
CYP2C19 inhibition	-	0.7335	73.35%
CYP2D6 inhibition	-	0.8687	86.87%
CYP1A2 inhibition	-	0.8646	86.46%
CYP2C8 inhibition	+	0.7834	78.34%
CYP inhibitory promiscuity	-	0.5659	56.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5897	58.97%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8882	88.82%
Skin irritation	-	0.7997	79.97%
Skin corrosion	-	0.9544	95.44%
Ames mutagenesis	+	0.5146	51.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.8211	82.11%
Micronuclear	+	0.6559	65.59%
Hepatotoxicity	-	0.7969	79.69%
skin sensitisation	-	0.8844	88.44%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5901	59.01%
Acute Oral Toxicity (c)	III	0.4969	49.69%
Estrogen receptor binding	+	0.7448	74.48%
Androgen receptor binding	+	0.7412	74.12%
Thyroid receptor binding	+	0.5660	56.60%
Glucocorticoid receptor binding	-	0.5080	50.80%
Aromatase binding	-	0.4939	49.39%
PPAR gamma	+	0.7204	72.04%
Honey bee toxicity	-	0.6820	68.20%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8372	83.72%

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	99.41%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	94.19%	95.93%
CHEMBL2581	P07339	Cathepsin D	93.85%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.80%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.58%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.42%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.98%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.96%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.57%	97.36%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	87.46%	97.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.88%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.09%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.26%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.67%	94.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.57%	85.00%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	81.97%	85.49%

Plants that contains it

• Aristeguietia glutinosa
• Cinnamosma macrocarpa
• Leptinella filicula
• Leucosceptrum canum
• Maytenus imbricata
• Packera toluccana
• Piper caninum
• Polyalthia evecta
• Sideritis chamaedryfolia
• Upuna borneensis
• Vatica rassak

Cross-Links

• PubChem: 21606279
• NPASS: NPC15920
• LOTUS: LTS0001458
• wikiData: Q105149258