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

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	62b84fb2-a20f-4c1f-9b9e-d39d5d68b8ba
Taxonomy	Benzenoids > Anthracenes
IUPAC Name	(10S)-2,8-dihydroxy-1-methoxy-6-methyl-10-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-10H-anthracen-9-one
SMILES (Canonical)	CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2C4C(C(C(C(O4)CO)O)O)O)C=CC(=C3OC)O
SMILES (Isomeric)	CC1=CC2=C(C(=C1)O)C(=O)C3=C([C@@H]2[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C=CC(=C3OC)O
InChI	InChI=1S/C22H24O9/c1-8-5-10-14(22-20(29)19(28)17(26)13(7-23)31-22)9-3-4-11(24)21(30-2)16(9)18(27)15(10)12(25)6-8/h3-6,13-14,17,19-20,22-26,28-29H,7H2,1-2H3/t13-,14+,17-,19+,20-,22+/m1/s1
InChI Key	RVKRJABUQLMQNO-XEFJUWELSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₂H₂₄O₉
Molecular Weight	432.40 g/mol
Exact Mass	432.14203234 g/mol
Topological Polar Surface Area (TPSA)	157.00 Å²
XlogP	1.10
Atomic LogP (AlogP)	-0.07
H-Bond Acceptor	9
H-Bond Donor	6
Rotatable Bonds	3

Synonyms

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There are no found synonyms.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7083	70.83%
Caco-2	-	0.8098	80.98%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6214	62.14%
OATP2B1 inhibitior	-	0.5664	56.64%
OATP1B1 inhibitior	+	0.7175	71.75%
OATP1B3 inhibitior	+	0.9702	97.02%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4662	46.62%
P-glycoprotein inhibitior	-	0.7044	70.44%
P-glycoprotein substrate	-	0.8593	85.93%
CYP3A4 substrate	+	0.5855	58.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8203	82.03%
CYP3A4 inhibition	-	0.6695	66.95%
CYP2C9 inhibition	-	0.8490	84.90%
CYP2C19 inhibition	-	0.8140	81.40%
CYP2D6 inhibition	-	0.8986	89.86%
CYP1A2 inhibition	-	0.5863	58.63%
CYP2C8 inhibition	-	0.6137	61.37%
CYP inhibitory promiscuity	-	0.5538	55.38%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7370	73.70%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9094	90.94%
Skin irritation	-	0.8214	82.14%
Skin corrosion	-	0.9553	95.53%
Ames mutagenesis	+	0.6636	66.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.8038	80.38%
Micronuclear	+	0.6559	65.59%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.9229	92.29%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5604	56.04%
Acute Oral Toxicity (c)	III	0.6625	66.25%
Estrogen receptor binding	+	0.6915	69.15%
Androgen receptor binding	+	0.6163	61.63%
Thyroid receptor binding	-	0.5366	53.66%
Glucocorticoid receptor binding	+	0.7085	70.85%
Aromatase binding	+	0.5293	52.93%
PPAR gamma	+	0.7138	71.38%
Honey bee toxicity	-	0.8615	86.15%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.6780	67.80%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.97%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.31%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.21%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	93.51%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.02%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.20%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.14%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.91%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.92%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.97%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.07%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.18%	96.00%
CHEMBL4581	P52732	Kinesin-like protein 1	82.62%	93.18%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.05%	99.17%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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