1,5,8-trihydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-10H-anthracen-9-one

Details

• Internal ID: 61645221-414e-4851-8a71-a98c42c050b1
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: 1,5,8-trihydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-10H-anthracen-9-one
• SMILES (Canonical): C1=CC(=C2C(=C1O)C(C3=C(C2=O)C(=CC(=C3)CO)O)C4C(C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): C1=CC(=C2C(=C1O)C(C3=C(C2=O)C(=CC(=C3)CO)O)C4C(C(C(C(O4)CO)O)O)O)O
• InChI: InChI=1S/C21H22O10/c22-5-7-3-8-13(11(26)4-7)18(28)16-10(25)2-1-9(24)15(16)14(8)21-20(30)19(29)17(27)12(6-23)31-21/h1-4,12,14,17,19-27,29-30H,5-6H2
• InChI Key: LJCDCYLYUCZUGL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₁₀
• Molecular Weight: 434.40 g/mol
• Exact Mass: 434.12129689 g/mol
• Topological Polar Surface Area (TPSA): 188.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.19
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6888	68.88%
Caco-2	-	0.9178	91.78%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5288	52.88%
OATP2B1 inhibitior	+	0.5743	57.43%
OATP1B1 inhibitior	-	0.4947	49.47%
OATP1B3 inhibitior	+	0.9667	96.67%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8072	80.72%
P-glycoprotein inhibitior	-	0.6931	69.31%
P-glycoprotein substrate	-	0.8736	87.36%
CYP3A4 substrate	+	0.5460	54.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8245	82.45%
CYP3A4 inhibition	-	0.8490	84.90%
CYP2C9 inhibition	-	0.8905	89.05%
CYP2C19 inhibition	-	0.8846	88.46%
CYP2D6 inhibition	-	0.9333	93.33%
CYP1A2 inhibition	-	0.8005	80.05%
CYP2C8 inhibition	-	0.7236	72.36%
CYP inhibitory promiscuity	-	0.6844	68.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6709	67.09%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.7540	75.40%
Skin irritation	-	0.7902	79.02%
Skin corrosion	-	0.9612	96.12%
Ames mutagenesis	+	0.7791	77.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.4141	41.41%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	-	0.5949	59.49%
skin sensitisation	-	0.8660	86.60%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6482	64.82%
Acute Oral Toxicity (c)	IV	0.4034	40.34%
Estrogen receptor binding	+	0.5706	57.06%
Androgen receptor binding	+	0.6556	65.56%
Thyroid receptor binding	-	0.6161	61.61%
Glucocorticoid receptor binding	+	0.5907	59.07%
Aromatase binding	-	0.5124	51.24%
PPAR gamma	+	0.7251	72.51%
Honey bee toxicity	-	0.8064	80.64%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.7031	70.31%

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	98.82%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.19%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.14%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.11%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.18%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	89.64%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.57%	99.15%
CHEMBL226	P30542	Adenosine A1 receptor	87.23%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.90%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.60%	96.09%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.30%	89.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.20%	90.71%

Plants that contains it

• Aloe ferox
• Aloe marlothii
• Aloe microstigma
• Aloe perfoliata

Cross-Links

• PubChem: 73157760
• LOTUS: LTS0180385
• wikiData: Q104252907