[(1S,8S,9R,11S,17R,18R,19S)-17-(3,4-dihydroxyphenyl)-3,11-dihydroxy-9-(4-hydroxyphenyl)-13-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10,16-dioxapentacyclo[9.7.1.02,7.08,19.015,19]nonadeca-2(7),3,5,14-tetraen-18-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: c3c0b143-d1cf-477c-84a2-d3431c513349
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: [(1S,8S,9R,11S,17R,18R,19S)-17-(3,4-dihydroxyphenyl)-3,11-dihydroxy-9-(4-hydroxyphenyl)-13-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10,16-dioxapentacyclo[9.7.1.02,7.08,19.015,19]nonadeca-2(7),3,5,14-tetraen-18-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1C(=O)C=C2C34C1(OC(C3C5=C(C4C(C(O2)C6=CC(=C(C=C6)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O)C(=CC(=C5)OC8C(C(C(C(O8)CO)O)O)O)O)C9=CC=C(C=C9)O)O
• SMILES (Isomeric): C1C(=O)C=C2[C@]34[C@]1(O[C@H]([C@H]3C5=C([C@@H]4[C@H]([C@H](O2)C6=CC(=C(C=C6)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O)C(=CC(=C5)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)C9=CC=C(C=C9)O)O
• InChI: InChI=1S/C42H38O19/c43-14-27-33(52)34(53)35(54)40(58-27)57-20-11-21-29(24(48)12-20)31-38(60-39(55)17-8-25(49)32(51)26(50)9-17)37(16-3-6-22(46)23(47)7-16)59-28-10-19(45)13-41(56)42(28,31)30(21)36(61-41)15-1-4-18(44)5-2-15/h1-12,27,30-31,33-38,40,43-44,46-54,56H,13-14H2/t27-,30-,31-,33-,34+,35-,36+,37-,38-,40-,41+,42+/m1/s1
• InChI Key: PUVCOCLLOUYBTL-UAPDXGRVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₃₈O₁₉
• Molecular Weight: 846.70 g/mol
• Exact Mass: 846.20072898 g/mol
• Topological Polar Surface Area (TPSA): 323.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.29
• H-Bond Acceptor: 19
• H-Bond Donor: 12
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8291	82.91%
Caco-2	-	0.8924	89.24%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6987	69.87%
OATP2B1 inhibitior	-	0.7137	71.37%
OATP1B1 inhibitior	+	0.7802	78.02%
OATP1B3 inhibitior	+	0.9550	95.50%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8472	84.72%
P-glycoprotein inhibitior	+	0.7032	70.32%
P-glycoprotein substrate	+	0.5542	55.42%
CYP3A4 substrate	+	0.7240	72.40%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8591	85.91%
CYP3A4 inhibition	-	0.8053	80.53%
CYP2C9 inhibition	-	0.7752	77.52%
CYP2C19 inhibition	-	0.8025	80.25%
CYP2D6 inhibition	-	0.8595	85.95%
CYP1A2 inhibition	-	0.8512	85.12%
CYP2C8 inhibition	+	0.8211	82.11%
CYP inhibitory promiscuity	-	0.7679	76.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5563	55.63%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8967	89.67%
Skin irritation	-	0.7672	76.72%
Skin corrosion	-	0.9379	93.79%
Ames mutagenesis	+	0.5262	52.62%
Human Ether-a-go-go-Related Gene inhibition	+	0.7773	77.73%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8305	83.05%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8489	84.89%
Acute Oral Toxicity (c)	III	0.4188	41.88%
Estrogen receptor binding	+	0.7801	78.01%
Androgen receptor binding	+	0.7632	76.32%
Thyroid receptor binding	+	0.5348	53.48%
Glucocorticoid receptor binding	-	0.5136	51.36%
Aromatase binding	+	0.5437	54.37%
PPAR gamma	+	0.7478	74.78%
Honey bee toxicity	-	0.6700	67.00%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9550	95.50%

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	99.95%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.96%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.22%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.51%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.97%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.70%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.73%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.39%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.07%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.57%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.61%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.09%	99.23%
CHEMBL4208	P20618	Proteasome component C5	86.00%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.55%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	85.01%	92.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.62%	96.21%
CHEMBL3194	P02766	Transthyretin	84.19%	90.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.23%	83.00%
CHEMBL3820	P35557	Hexokinase type IV	83.19%	91.96%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.80%	97.28%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.22%	92.62%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.66%	85.00%
CHEMBL4530	P00488	Coagulation factor XIII	81.16%	96.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.96%	95.83%

Plants that contains it

• Aconitum seravschanicum
• Adansonia grandidieri
• Alkekengi officinarum
• Aphyllocladus denticulatus
• Bassia muricata
• Dendriopoterium menendezii
• Dianthera secunda
• Dodonaea viscosa
• Dysoxylum cumingianum
• Enceliopsis argophylla
• Flacourtia jangomas
• Galatella sedifolia subsp. sedifolia
• Lavandula angustifolia subsp. pyrenaica
• Miliusa velutina
• Neobalanocarpus heimii
• Onobrychis arenaria
• Psychotria stachyoides
• Reynoutria japonica
• Senecio subdentatus
• Teucrium yemense
• Trichotosia mollis

Cross-Links

• PubChem: 72195698
• NPASS: NPC109879