(2R,9S,10S,11S,12S)-12-(3,5-dihydroxyphenyl)-2-[(R)-[(1S,2R,3R,9S,10S,17S)-3-(3,5-dihydroxyphenyl)-5,13,15-trihydroxy-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-hexaen-6-yl]-(4-hydroxyphenyl)methyl]-9,11-bis(4-hydroxyphenyl)tetracyclo[8.6.1.03,8.013,17]heptadeca-1(16),3(8),4,6,13(17),14-hexaene-5,7,14,16-tetrol

Details

• Internal ID: 4da23fe6-42b6-434b-8d85-f41b5488b7c1
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2R,9S,10S,11S,12S)-12-(3,5-dihydroxyphenyl)-2-[(R)-[(1S,2R,3R,9S,10S,17S)-3-(3,5-dihydroxyphenyl)-5,13,15-trihydroxy-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-hexaen-6-yl]-(4-hydroxyphenyl)methyl]-9,11-bis(4-hydroxyphenyl)tetracyclo[8.6.1.03,8.013,17]heptadeca-1(16),3(8),4,6,13(17),14-hexaene-5,7,14,16-tetrol
• SMILES (Canonical): C1=CC(=CC=C1C2C3C(C4=C(C=C(C=C4O)O)C5C(OC6=C5C3=C(C2C7=CC(=CC(=C7)O)O)C(=C6C(C8C9=C(C(C1C(C(C2=C1C8=C(C=C2O)O)C1=CC(=CC(=C1)O)O)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O)C(=CC(=C9)O)O)C1=CC=C(C=C1)O)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=CC(=CC(=C7)O)O)C(=C6[C@H]([C@@H]8C9=C([C@@H]([C@@H]1[C@@H]([C@H](C2=C1C8=C(C=C2O)O)C1=CC(=CC(=C1)O)O)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O)C(=CC(=C9)O)O)C1=CC=C(C=C1)O)O)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O)O
• InChI: InChI=1S/C84H64O18/c85-44-13-1-36(2-14-44)62-67(42-25-50(91)29-51(92)26-42)73-60(99)35-61(100)74-71(56-31-54(95)33-58(97)69(56)64(75(62)77(73)74)38-5-17-46(87)18-6-38)66(40-9-21-48(89)22-10-40)81-82(101)79-68(43-27-52(93)30-53(94)28-43)63(37-3-15-45(86)16-4-37)76-65(39-7-19-47(88)20-8-39)70-57(32-55(96)34-59(70)98)72-80(78(76)79)84(81)102-83(72)41-11-23-49(90)24-12-41/h1-35,62-68,71-72,75-76,83,85-101H/t62-,63+,64+,65+,66+,67-,68+,71+,72+,75+,76+,83-/m1/s1
• InChI Key: MUZTXZUKWKVMNR-ZTLMZKSTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈₄H₆₄O₁₈
• Molecular Weight: 1361.40 g/mol
• Exact Mass: 1360.40926519 g/mol
• Topological Polar Surface Area (TPSA): 353.00 Ų
• XlogP: 13.50
• Atomic LogP (AlogP): 15.23
• H-Bond Acceptor: 18
• H-Bond Donor: 17
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9827	98.27%
Caco-2	-	0.8765	87.65%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5984	59.84%
OATP2B1 inhibitior	-	0.5652	56.52%
OATP1B1 inhibitior	+	0.7595	75.95%
OATP1B3 inhibitior	-	0.3378	33.78%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8018	80.18%
P-glycoprotein inhibitior	+	0.7128	71.28%
P-glycoprotein substrate	+	0.5264	52.64%
CYP3A4 substrate	+	0.6270	62.70%
CYP2C9 substrate	-	0.7778	77.78%
CYP2D6 substrate	+	0.4927	49.27%
CYP3A4 inhibition	+	0.5280	52.80%
CYP2C9 inhibition	+	0.8315	83.15%
CYP2C19 inhibition	+	0.8416	84.16%
CYP2D6 inhibition	-	0.8469	84.69%
CYP1A2 inhibition	+	0.8607	86.07%
CYP2C8 inhibition	+	0.7240	72.40%
CYP inhibitory promiscuity	+	0.9212	92.12%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.4584	45.84%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8671	86.71%
Skin irritation	+	0.5289	52.89%
Skin corrosion	-	0.9267	92.67%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8215	82.15%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8034	80.34%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7380	73.80%
Acute Oral Toxicity (c)	III	0.4139	41.39%
Estrogen receptor binding	+	0.7458	74.58%
Androgen receptor binding	+	0.7998	79.98%
Thyroid receptor binding	+	0.6325	63.25%
Glucocorticoid receptor binding	+	0.5488	54.88%
Aromatase binding	+	0.5194	51.94%
PPAR gamma	+	0.7162	71.62%
Honey bee toxicity	-	0.6350	63.50%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9646	96.46%

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	98.53%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.93%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.80%	99.15%
CHEMBL2581	P07339	Cathepsin D	88.69%	98.95%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	88.29%	97.23%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	87.76%	100.00%
CHEMBL308	P06493	Cyclin-dependent kinase 1	86.91%	91.73%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	86.62%	85.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.39%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.34%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	86.08%	94.73%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.89%	93.40%
CHEMBL301	P24941	Cyclin-dependent kinase 2	84.33%	91.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.00%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.82%	90.71%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	83.68%	83.10%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.91%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.48%	97.09%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.45%	97.33%

Plants that contains it

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

Cross-Links

• PubChem: 16149368
• NPASS: NPC254560
• LOTUS: LTS0227143
• wikiData: Q105172873