9-[(2S,3S,4R,5S)-3,4-dihydroxy-6-methyl-5-[6-methyl-5-(6-methyl-5-oxooxan-2-yl)oxyoxan-2-yl]oxan-2-yl]-4a,8,12b-trihydroxy-3-methyl-3-[6-methyl-5-(6-methyl-5-oxooxan-2-yl)oxyoxan-2-yl]oxy-2,4-dihydrobenzo[a]anthracene-1,7,12-trione

Details

• Internal ID: 815182a7-8d89-4679-a329-f9d6e73b7291
• Taxonomy: Phenylpropanoids and polyketides > Angucyclines
• IUPAC Name: 9-[(2S,3S,4R,5S)-3,4-dihydroxy-6-methyl-5-[6-methyl-5-(6-methyl-5-oxooxan-2-yl)oxyoxan-2-yl]oxan-2-yl]-4a,8,12b-trihydroxy-3-methyl-3-[6-methyl-5-(6-methyl-5-oxooxan-2-yl)oxyoxan-2-yl]oxy-2,4-dihydrobenzo[a]anthracene-1,7,12-trione
• InChI: InChI=1S/C49H62O18/c1-21-29(50)9-14-35(61-21)65-31-11-12-33(60-23(31)3)38-25(5)64-46(45(57)44(38)56)28-8-7-26-39(42(28)54)41(53)27-17-18-48(58)20-47(6,19-34(52)49(48,59)40(27)43(26)55)67-37-16-13-32(24(4)63-37)66-36-15-10-30(51)22(2)62-36/h7-8,17-18,21-25,31-33,35-38,44-46,54,56-59H,9-16,19-20H2,1-6H3/t21?,22?,23?,24?,25?,31?,32?,33?,35?,36?,37?,38-,44+,45-,46-,47?,48?,49?/m0/s1
• InChI Key: IXPHWNDNFODHFL-NNVSXWABSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₆₂O₁₈
• Molecular Weight: 939.00 g/mol
• Exact Mass: 938.39361512 g/mol
• Topological Polar Surface Area (TPSA): 260.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 18
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

• 9-[(2S,3S,4R,5S)-3,4-dihydroxy-6-methyl-5-[6-methyl-5-(6-methyl-5-oxooxan-2-yl)oxyoxan-2-yl]oxan-2-yl]-4a,8,12b-trihydroxy-3-methyl-3-[6-methyl-5-(6-methyl-5-oxooxan-2-yl)oxyoxan-2-yl]oxy-2,4-dihydrobenzo[a]anthracene-1,7,12-trione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9659	96.59%
Caco-2	-	0.8640	86.40%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7890	78.90%
OATP2B1 inhibitior	-	0.8659	86.59%
OATP1B1 inhibitior	+	0.8432	84.32%
OATP1B3 inhibitior	-	0.2746	27.46%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7821	78.21%
BSEP inhibitior	+	0.9809	98.09%
P-glycoprotein inhibitior	+	0.7478	74.78%
P-glycoprotein substrate	+	0.7418	74.18%
CYP3A4 substrate	+	0.7444	74.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.8817	88.17%
CYP2C9 inhibition	-	0.8078	80.78%
CYP2C19 inhibition	-	0.8323	83.23%
CYP2D6 inhibition	-	0.9291	92.91%
CYP1A2 inhibition	-	0.7137	71.37%
CYP2C8 inhibition	+	0.7769	77.69%
CYP inhibitory promiscuity	-	0.9388	93.88%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5453	54.53%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.6269	62.69%
Skin corrosion	-	0.9211	92.11%
Ames mutagenesis	+	0.5346	53.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7039	70.39%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5550	55.50%
skin sensitisation	-	0.8425	84.25%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5620	56.20%
Acute Oral Toxicity (c)	I	0.4742	47.42%
Estrogen receptor binding	+	0.8308	83.08%
Androgen receptor binding	+	0.7447	74.47%
Thyroid receptor binding	+	0.5782	57.82%
Glucocorticoid receptor binding	+	0.7917	79.17%
Aromatase binding	+	0.6915	69.15%
PPAR gamma	+	0.8168	81.68%
Honey bee toxicity	-	0.7269	72.69%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9924	99.24%

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	98.17%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.05%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	96.34%	99.23%
CHEMBL226	P30542	Adenosine A1 receptor	94.68%	95.93%
CHEMBL1951	P21397	Monoamine oxidase A	94.16%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.55%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.29%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.55%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.00%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.63%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.13%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.97%	96.77%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.57%	96.38%
CHEMBL284	P27487	Dipeptidyl peptidase IV	90.31%	95.69%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	90.25%	96.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.14%	92.94%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	89.79%	97.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.12%	97.09%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	87.70%	96.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.29%	97.14%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	83.94%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.26%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.09%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	81.87%	97.79%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.58%	93.10%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.04%	91.71%
CHEMBL2056	P21728	Dopamine D1 receptor	80.36%	91.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 3086550
• LOTUS: LTS0030940
• wikiData: Q105122361