Lipiarmycin B4

Details

• Internal ID: b35600c6-a530-45be-b3ce-b4d12edc5a7e
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: [(2R,3S,4S,5S,6R)-6-[[(3E,5E,9E,12S,13E,15E)-12-[(2S,3R,5R)-4,5-dihydroxy-6,6-dimethyl-3-(2-methylpropanoyloxy)oxan-2-yl]oxy-11-ethyl-8-hydroxy-18-(1-hydroxyethyl)-9,13,15-trimethyl-2-oxo-1-oxacyclooctadeca-3,5,9,13,15-pentaen-3-yl]methoxy]-4-hydroxy-5-methoxy-2-methyloxan-3-yl] 3,5-dichloro-2,4-dihydroxy-6-methylbenzoate
• SMILES (Canonical): CCC1C=C(C(CC=CC=C(C(=O)OC(CC=C(C=C(C1OC2C(C(C(C(O2)(C)C)O)O)OC(=O)C(C)C)C)C)C(C)O)COC3C(C(C(C(O3)C)OC(=O)C4=C(C(=C(C(=C4O)Cl)O)Cl)C)O)OC)O)C
• SMILES (Isomeric): CCC1/C=C(/C(C/C=C/C=C(/C(=O)OC(C/C=C(/C=C(/[C@H]1O[C@@H]2[C@@H](C([C@H](C(O2)(C)C)O)O)OC(=O)C(C)C)\C)\C)C(C)O)\CO[C@H]3[C@H]([C@H]([C@@H]([C@H](O3)C)OC(=O)C4=C(C(=C(C(=C4O)Cl)O)Cl)C)O)OC)O)\C
• InChI: InChI=1S/C51H72Cl2O18/c1-13-30-21-25(5)32(55)17-15-14-16-31(22-65-49-43(64-12)39(58)42(29(9)66-49)68-48(63)34-27(7)35(52)38(57)36(53)37(34)56)47(62)67-33(28(8)54)19-18-24(4)20-26(6)41(30)70-50-44(69-46(61)23(2)3)40(59)45(60)51(10,11)71-50/h14-16,18,20-21,23,28-30,32-33,39-45,49-50,54-60H,13,17,19,22H2,1-12H3/b15-14+,24-18+,25-21+,26-20+,31-16+/t28?,29-,30?,32?,33?,39+,40?,41-,42-,43+,44-,45-,49-,50+/m1/s1
• InChI Key: KMJBEFSQYOVASP-QCJIBUGXSA-N
• Popularity: 332 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₇₂Cl₂O₁₈
• Molecular Weight: 1044.00 g/mol
• Exact Mass: 1042.4095708 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.98
• H-Bond Acceptor: 18
• H-Bond Donor: 7
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9500	95.00%
Caco-2	-	0.8620	86.20%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7381	73.81%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.7804	78.04%
OATP1B3 inhibitior	+	0.8899	88.99%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9829	98.29%
P-glycoprotein inhibitior	+	0.7434	74.34%
P-glycoprotein substrate	+	0.8134	81.34%
CYP3A4 substrate	+	0.7545	75.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8860	88.60%
CYP3A4 inhibition	-	0.9054	90.54%
CYP2C9 inhibition	-	0.6891	68.91%
CYP2C19 inhibition	-	0.6963	69.63%
CYP2D6 inhibition	-	0.9078	90.78%
CYP1A2 inhibition	-	0.7205	72.05%
CYP2C8 inhibition	+	0.8320	83.20%
CYP inhibitory promiscuity	-	0.7879	78.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8677	86.77%
Carcinogenicity (trinary)	Non-required	0.5761	57.61%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9009	90.09%
Skin irritation	-	0.7551	75.51%
Skin corrosion	-	0.9268	92.68%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6993	69.93%
Micronuclear	-	0.6008	60.08%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7639	76.39%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7981	79.81%
Acute Oral Toxicity (c)	III	0.6209	62.09%
Estrogen receptor binding	+	0.8127	81.27%
Androgen receptor binding	+	0.7300	73.00%
Thyroid receptor binding	+	0.6628	66.28%
Glucocorticoid receptor binding	+	0.7862	78.62%
Aromatase binding	+	0.6130	61.30%
PPAR gamma	+	0.8088	80.88%
Honey bee toxicity	-	0.6332	63.32%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9853	98.53%

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	99.79%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.37%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.74%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.13%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.66%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.00%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	94.91%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.87%	86.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	92.72%	98.75%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.32%	96.47%
CHEMBL226	P30542	Adenosine A1 receptor	90.59%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.28%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.70%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.62%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.38%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.97%	95.56%
CHEMBL4208	P20618	Proteasome component C5	87.54%	90.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.17%	89.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.81%	97.14%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.29%	90.93%
CHEMBL221	P23219	Cyclooxygenase-1	84.55%	90.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.51%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.49%	92.62%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.31%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.25%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.43%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	82.19%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.01%	96.38%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.97%	97.36%
CHEMBL5255	O00206	Toll-like receptor 4	80.17%	92.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588978
• LOTUS: LTS0222770
• wikiData: Q105142985