3,4,3',4'-Bisdehydroxanthomegnin

Details

• Internal ID: fb488b43-b375-4acb-ad7f-7330dcc43b04
• Taxonomy: Phenylpropanoids and polyketides > Isochromanequinones
• IUPAC Name: 10-hydroxy-8-(10-hydroxy-7-methoxy-3-methyl-1,6,9-trioxobenzo[g]isochromen-8-yl)-7-methoxy-3-methylbenzo[g]isochromene-1,6,9-trione
• SMILES (Canonical): CC1=CC2=CC3=C(C(=C2C(=O)O1)O)C(=O)C(=C(C3=O)OC)C4=C(C(=O)C5=C(C4=O)C(=C6C(=C5)C=C(OC6=O)C)O)OC
• SMILES (Isomeric): CC1=CC2=CC3=C(C(=C2C(=O)O1)O)C(=O)C(=C(C3=O)OC)C4=C(C(=O)C5=C(C4=O)C(=C6C(=C5)C=C(OC6=O)C)O)OC
• InChI: InChI=1S/C30H18O12/c1-9-5-11-7-13-17(23(33)15(11)29(37)41-9)25(35)19(27(39-3)21(13)31)20-26(36)18-14(22(32)28(20)40-4)8-12-6-10(2)42-30(38)16(12)24(18)34/h5-8,33-34H,1-4H3
• InChI Key: XJPVLWVZQWRVSC-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₁₈O₁₂
• Molecular Weight: 570.50 g/mol
• Exact Mass: 570.07982601 g/mol
• Topological Polar Surface Area (TPSA): 180.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9649	96.49%
Caco-2	-	0.7188	71.88%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7312	73.12%
OATP2B1 inhibitior	-	0.7193	71.93%
OATP1B1 inhibitior	+	0.8820	88.20%
OATP1B3 inhibitior	+	0.8547	85.47%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6405	64.05%
P-glycoprotein inhibitior	+	0.7767	77.67%
P-glycoprotein substrate	-	0.8524	85.24%
CYP3A4 substrate	+	0.5528	55.28%
CYP2C9 substrate	+	0.6404	64.04%
CYP2D6 substrate	-	0.8844	88.44%
CYP3A4 inhibition	-	0.7887	78.87%
CYP2C9 inhibition	-	0.5809	58.09%
CYP2C19 inhibition	+	0.5883	58.83%
CYP2D6 inhibition	-	0.9115	91.15%
CYP1A2 inhibition	-	0.8580	85.80%
CYP2C8 inhibition	-	0.6573	65.73%
CYP inhibitory promiscuity	+	0.6536	65.36%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.6122	61.22%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8268	82.68%
Skin irritation	-	0.7317	73.17%
Skin corrosion	-	0.9663	96.63%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7307	73.07%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8767	87.67%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5062	50.62%
Acute Oral Toxicity (c)	III	0.4252	42.52%
Estrogen receptor binding	+	0.8184	81.84%
Androgen receptor binding	+	0.6686	66.86%
Thyroid receptor binding	-	0.5073	50.73%
Glucocorticoid receptor binding	+	0.8027	80.27%
Aromatase binding	+	0.5493	54.93%
PPAR gamma	+	0.6713	67.13%
Honey bee toxicity	-	0.8993	89.93%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9853	98.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	97.12%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.16%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.10%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.06%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.84%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.70%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	91.09%	94.73%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	89.51%	96.67%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	88.69%	94.42%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.95%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.48%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.07%	93.65%

Plants that contains it

• Paepalanthus latipes

Cross-Links

• PubChem: 101305718
• LOTUS: LTS0154966
• wikiData: Q75063760