(5S,8aR,10aS)-2-hydroxy-3-methoxy-6,10a-dimethyl-5-(3-methylbut-2-enyl)-9,10-dioxo-4-propan-2-yl-8,8a-dihydro-5H-anthracene-1-carbaldehyde

Details

• Internal ID: cee97454-6dd4-4de3-a098-3854ad629d19
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: (5S,8aR,10aS)-2-hydroxy-3-methoxy-6,10a-dimethyl-5-(3-methylbut-2-enyl)-9,10-dioxo-4-propan-2-yl-8,8a-dihydro-5H-anthracene-1-carbaldehyde
• InChI: InChI=1S/C26H32O5/c1-13(2)8-10-17-15(5)9-11-18-23(29)20-16(12-27)22(28)24(31-7)19(14(3)4)21(20)25(30)26(17,18)6/h8-9,12,14,17-18,28H,10-11H2,1-7H3/t17-,18-,26-/m0/s1
• InChI Key: LTDXHSVIDXPYBK-XWXLMPLOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₅
• Molecular Weight: 424.50 g/mol
• Exact Mass: 424.22497412 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.66
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5634	56.34%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8294	82.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7895	78.95%
OATP1B3 inhibitior	+	0.8885	88.85%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7395	73.95%
P-glycoprotein inhibitior	+	0.6038	60.38%
P-glycoprotein substrate	-	0.5233	52.33%
CYP3A4 substrate	+	0.6587	65.87%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.8163	81.63%
CYP3A4 inhibition	-	0.8068	80.68%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.6784	67.84%
CYP2D6 inhibition	-	0.7741	77.41%
CYP1A2 inhibition	+	0.6978	69.78%
CYP2C8 inhibition	-	0.6133	61.33%
CYP inhibitory promiscuity	+	0.5518	55.18%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9381	93.81%
Carcinogenicity (trinary)	Non-required	0.6696	66.96%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.8153	81.53%
Skin irritation	-	0.7006	70.06%
Skin corrosion	-	0.9575	95.75%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4618	46.18%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.6786	67.86%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5054	50.54%
Acute Oral Toxicity (c)	III	0.6704	67.04%
Estrogen receptor binding	+	0.7237	72.37%
Androgen receptor binding	+	0.5841	58.41%
Thyroid receptor binding	+	0.6090	60.90%
Glucocorticoid receptor binding	+	0.7689	76.89%
Aromatase binding	+	0.5860	58.60%
PPAR gamma	+	0.8222	82.22%
Honey bee toxicity	-	0.8390	83.90%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9969	99.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.42%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.80%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.49%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.06%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.66%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	89.29%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.85%	99.15%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.41%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.38%	97.09%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	84.12%	98.11%
CHEMBL3401	O75469	Pregnane X receptor	83.20%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.32%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.29%	100.00%

Plants that contains it

• Gossypium barbadense

Cross-Links

• PubChem: 162859193
• LOTUS: LTS0183442
• wikiData: Q105156903