Methyl 3',5',11',13'-tetrahydroxy-9'-(4-hydroxyphenyl)-6,8'-dioxospiro[cyclohexa-1,4-diene-3,16'-tetracyclo[7.6.1.02,7.010,15]hexadeca-2(7),3,5,10(15),11,13-hexaene]-1'-carboxylate

Details

• Internal ID: d7f1dea4-1344-4dc8-90bc-78afb3058dac
• Taxonomy: Lignans, neolignans and related compounds > Aryltetralin lignans
• IUPAC Name: methyl 3',5',11',13'-tetrahydroxy-9'-(4-hydroxyphenyl)-6,8'-dioxospiro[cyclohexa-1,4-diene-3,16'-tetracyclo[7.6.1.02,7.010,15]hexadeca-2(7),3,5,10(15),11,13-hexaene]-1'-carboxylate
• InChI: InChI=1S/C29H20O9/c1-38-26(37)29-20-11-18(33)13-22(35)24(20)28(14-2-4-15(30)5-3-14,27(29)8-6-16(31)7-9-27)25(36)19-10-17(32)12-21(34)23(19)29/h2-13,30,32-35H,1H3
• InChI Key: PBGSPYHKIMHMQD-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₂₀O₉
• Molecular Weight: 512.50 g/mol
• Exact Mass: 512.11073221 g/mol
• Topological Polar Surface Area (TPSA): 162.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9875	98.75%
Caco-2	-	0.8057	80.57%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7875	78.75%
OATP2B1 inhibitior	+	0.5746	57.46%
OATP1B1 inhibitior	+	0.8138	81.38%
OATP1B3 inhibitior	+	0.9041	90.41%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8838	88.38%
BSEP inhibitior	+	0.8390	83.90%
P-glycoprotein inhibitior	-	0.5606	56.06%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6399	63.99%
CYP2C9 substrate	-	0.8022	80.22%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	-	0.6000	60.00%
CYP2C9 inhibition	+	0.6386	63.86%
CYP2C19 inhibition	-	0.5767	57.67%
CYP2D6 inhibition	-	0.8988	89.88%
CYP1A2 inhibition	-	0.8066	80.66%
CYP2C8 inhibition	+	0.7558	75.58%
CYP inhibitory promiscuity	-	0.6095	60.95%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8875	88.75%
Carcinogenicity (trinary)	Danger	0.3994	39.94%
Eye corrosion	-	0.9934	99.34%
Eye irritation	+	0.5542	55.42%
Skin irritation	-	0.6539	65.39%
Skin corrosion	-	0.9033	90.33%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6702	67.02%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5716	57.16%
skin sensitisation	-	0.8969	89.69%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.7212	72.12%
Acute Oral Toxicity (c)	II	0.4072	40.72%
Estrogen receptor binding	+	0.8223	82.23%
Androgen receptor binding	+	0.7663	76.63%
Thyroid receptor binding	-	0.5957	59.57%
Glucocorticoid receptor binding	+	0.6936	69.36%
Aromatase binding	+	0.5646	56.46%
PPAR gamma	+	0.7531	75.31%
Honey bee toxicity	-	0.8432	84.32%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9959	99.59%

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	97.33%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.20%	96.09%
CHEMBL4208	P20618	Proteasome component C5	91.38%	90.00%
CHEMBL2581	P07339	Cathepsin D	90.02%	98.95%
CHEMBL3085	P43003	Excitatory amino acid transporter 1	87.81%	94.67%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.73%	90.93%
CHEMBL1951	P21397	Monoamine oxidase A	85.87%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.46%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.45%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.66%	99.17%
CHEMBL4973	P43004	Excitatory amino acid transporter 2	83.98%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.93%	99.23%
CHEMBL2535	P11166	Glucose transporter	83.53%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	83.41%	91.19%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	83.13%	100.00%
CHEMBL2721	P43005	Excitatory amino acid transporter 3	82.40%	93.50%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.35%	85.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.00%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.61%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.59%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.46%	94.00%

Plants that contains it

• Hopea reticulata

Cross-Links

• PubChem: 73227503
• LOTUS: LTS0000753
• wikiData: Q105020163