[(2S,3S,4S,5R)-5-acetyloxy-2-[(9R)-4,5-dihydroxy-2-methoxy-7-methyl-10-oxo-9H-anthracen-9-yl]-3-hydroxyoxan-4-yl] 3-methylbut-2-enoate

Details

• Internal ID: 7fa67629-92d3-48ca-8e92-bcc0b6760dfb
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: [(2S,3S,4S,5R)-5-acetyloxy-2-[(9R)-4,5-dihydroxy-2-methoxy-7-methyl-10-oxo-9H-anthracen-9-yl]-3-hydroxyoxan-4-yl] 3-methylbut-2-enoate
• SMILES (Canonical): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2C4C(C(C(CO4)OC(=O)C)OC(=O)C=C(C)C)O)C=C(C=C3O)OC
• SMILES (Isomeric): CC1=CC2=C(C(=C1)O)C(=O)C3=C([C@@H]2[C@H]4[C@@H]([C@@H]([C@@H](CO4)OC(=O)C)OC(=O)C=C(C)C)O)C=C(C=C3O)OC
• InChI: InChI=1S/C28H30O10/c1-12(2)6-21(32)38-27-20(37-14(4)29)11-36-28(26(27)34)22-16-7-13(3)8-18(30)23(16)25(33)24-17(22)9-15(35-5)10-19(24)31/h6-10,20,22,26-28,30-31,34H,11H2,1-5H3/t20-,22-,26-,27-,28+/m1/s1
• InChI Key: LARBGQKKKKPZPS-BLXCDPOOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₀O₁₀
• Molecular Weight: 526.50 g/mol
• Exact Mass: 526.18389715 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9378	93.78%
Caco-2	-	0.7183	71.83%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8111	81.11%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8578	85.78%
OATP1B3 inhibitior	+	0.9096	90.96%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8726	87.26%
P-glycoprotein inhibitior	+	0.7825	78.25%
P-glycoprotein substrate	-	0.6804	68.04%
CYP3A4 substrate	+	0.6738	67.38%
CYP2C9 substrate	-	0.8055	80.55%
CYP2D6 substrate	-	0.8717	87.17%
CYP3A4 inhibition	-	0.7884	78.84%
CYP2C9 inhibition	+	0.8425	84.25%
CYP2C19 inhibition	+	0.7508	75.08%
CYP2D6 inhibition	-	0.7637	76.37%
CYP1A2 inhibition	+	0.5793	57.93%
CYP2C8 inhibition	+	0.5671	56.71%
CYP inhibitory promiscuity	+	0.6547	65.47%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6078	60.78%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.8997	89.97%
Skin irritation	-	0.8216	82.16%
Skin corrosion	-	0.9617	96.17%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3680	36.80%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.5749	57.49%
skin sensitisation	-	0.8290	82.90%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.4928	49.28%
Acute Oral Toxicity (c)	III	0.4287	42.87%
Estrogen receptor binding	+	0.7652	76.52%
Androgen receptor binding	+	0.7475	74.75%
Thyroid receptor binding	+	0.5452	54.52%
Glucocorticoid receptor binding	+	0.8440	84.40%
Aromatase binding	-	0.5852	58.52%
PPAR gamma	+	0.6530	65.30%
Honey bee toxicity	-	0.6318	63.18%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9818	98.18%

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	99.10%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.84%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.58%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.71%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.06%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.62%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.14%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.75%	91.07%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.71%	94.80%
CHEMBL340	P08684	Cytochrome P450 3A4	89.79%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.39%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.79%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.42%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.05%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.01%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.48%	92.94%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.61%	97.21%
CHEMBL4208	P20618	Proteasome component C5	82.86%	90.00%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	82.79%	80.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.52%	97.28%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.66%	97.14%
CHEMBL204	P00734	Thrombin	81.62%	96.01%
CHEMBL3401	O75469	Pregnane X receptor	80.83%	94.73%
CHEMBL4581	P52732	Kinesin-like protein 1	80.74%	93.18%
CHEMBL3820	P35557	Hexokinase type IV	80.41%	91.96%

Plants that contains it

• Alvaradoa jamaicensis

Cross-Links

• PubChem: 162968165
• LOTUS: LTS0265366
• wikiData: Q105148859