10-[4,5-dihydroxy-2-methoxy-7-methyl-3-(3-methylbut-1-enyl)-10-oxo-9H-anthracen-9-yl]-1,8-dihydroxy-3-methoxy-6-methyl-2-(3-methylbut-1-enyl)-10H-anthracen-9-one

Details

• Internal ID: 20a87234-7fd4-4017-8187-7025e610fdd9
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: 10-[4,5-dihydroxy-2-methoxy-7-methyl-3-(3-methylbut-1-enyl)-10-oxo-9H-anthracen-9-yl]-1,8-dihydroxy-3-methoxy-6-methyl-2-(3-methylbut-1-enyl)-10H-anthracen-9-one
• SMILES (Canonical): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C(=C(C=C3C2C4C5=CC(=C(C(=C5C(=O)C6=C4C=C(C=C6O)C)O)C=CC(C)C)OC)OC)C=CC(C)C)O
• SMILES (Isomeric): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C(=C(C=C3C2C4C5=CC(=C(C(=C5C(=O)C6=C4C=C(C=C6O)C)O)C=CC(C)C)OC)OC)C=CC(C)C)O
• InChI: InChI=1S/C42H42O8/c1-19(2)9-11-23-31(49-7)17-27-33(25-13-21(5)15-29(43)35(25)41(47)37(27)39(23)45)34-26-14-22(6)16-30(44)36(26)42(48)38-28(34)18-32(50-8)24(40(38)46)12-10-20(3)4/h9-20,33-34,43-46H,1-8H3
• InChI Key: POFNOQGDXLTAQC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₄₂O₈
• Molecular Weight: 674.80 g/mol
• Exact Mass: 674.28796829 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 10.00
• Atomic LogP (AlogP): 8.53
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	-	0.7742	77.42%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.9050	90.50%
OATP2B1 inhibitior	-	0.7102	71.02%
OATP1B1 inhibitior	+	0.8772	87.72%
OATP1B3 inhibitior	+	0.8025	80.25%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.8874	88.74%
P-glycoprotein inhibitior	+	0.8368	83.68%
P-glycoprotein substrate	-	0.8767	87.67%
CYP3A4 substrate	+	0.5465	54.65%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8185	81.85%
CYP3A4 inhibition	-	0.6793	67.93%
CYP2C9 inhibition	+	0.7896	78.96%
CYP2C19 inhibition	+	0.5485	54.85%
CYP2D6 inhibition	-	0.8194	81.94%
CYP1A2 inhibition	+	0.8789	87.89%
CYP2C8 inhibition	+	0.4896	48.96%
CYP inhibitory promiscuity	+	0.6809	68.09%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8273	82.73%
Carcinogenicity (trinary)	Non-required	0.5132	51.32%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.8514	85.14%
Skin irritation	-	0.7990	79.90%
Skin corrosion	-	0.9719	97.19%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7128	71.28%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.9190	91.90%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.4704	47.04%
Acute Oral Toxicity (c)	III	0.5294	52.94%
Estrogen receptor binding	+	0.8124	81.24%
Androgen receptor binding	+	0.7449	74.49%
Thyroid receptor binding	+	0.6441	64.41%
Glucocorticoid receptor binding	+	0.7336	73.36%
Aromatase binding	+	0.5332	53.32%
PPAR gamma	+	0.6813	68.13%
Honey bee toxicity	-	0.7581	75.81%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9968	99.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.21%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.72%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.70%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.75%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.26%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.10%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.91%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.46%	94.45%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	85.69%	83.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.67%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.47%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	85.26%	94.75%
CHEMBL3401	O75469	Pregnane X receptor	85.24%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.04%	96.09%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	82.78%	96.86%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.29%	93.03%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.53%	97.21%
CHEMBL4581	P52732	Kinesin-like protein 1	80.10%	93.18%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.07%	94.00%

Plants that contains it

• Psorospermum laurentii
• Vismia baccifera

Cross-Links

• PubChem: 73321763
• LOTUS: LTS0010171
• wikiData: Q105212374