Aflastatin B

Details

• Internal ID: 9fbf29a8-7cba-4c9c-b9c9-485cf2133e89
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: (3E)-3-[(E)-1,8,9,11,13,15,17,19,21,23,25,27,28,29,30,31-hexadecahydroxy-2,4,6,10,12,14,18,20-octamethyl-32-[(2R,3S,4S,5S,6S)-3,4,5,6-tetrahydroxy-6-(2-hydroxyundecyl)oxan-2-yl]dotriacont-2-enylidene]-5-methylpyrrolidine-2,4-dione
• SMILES (Canonical): CCCCCCCCCC(CC1(C(C(C(C(O1)CC(C(C(C(C(CC(CC(CC(C(C)C(C(C)C(CC(C(C)C(C(C)C(C(C)C(C(CC(C)CC(C)C=C(C)C(=C2C(=O)C(NC2=O)C)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): CCCCCCCCCC(C[C@]1([C@H]([C@H]([C@@H]([C@H](O1)CC(C(C(C(C(CC(CC(CC(C(C)C(C(C)C(CC(C(C)C(C(C)C(C(C)C(C(CC(C)CC(C)/C=C(\C)/C(=C\2/C(=O)C(NC2=O)C)/O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C61H113NO24/c1-11-12-13-14-15-16-17-18-37(63)27-61(85)59(83)58(82)56(80)46(86-61)26-45(71)55(79)57(81)54(78)44(70)24-39(65)22-38(64)23-40(66)31(5)49(73)32(6)41(67)25-42(68)33(7)50(74)34(8)51(75)35(9)52(76)43(69)21-29(3)19-28(2)20-30(4)48(72)47-53(77)36(10)62-60(47)84/h20,28-29,31-46,49-52,54-59,63-76,78-83,85H,11-19,21-27H2,1-10H3,(H,62,84)/b30-20+,48-47+/t28?,29?,31?,32?,33?,34?,35?,36?,37?,38?,39?,40?,41?,42?,43?,44?,45?,46-,49?,50?,51?,52?,54?,55?,56-,57?,58+,59+,61+/m1/s1
• InChI Key: UEBSTAVTZMKVSQ-JYDJXOKVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₁H₁₁₃NO₂₄
• Molecular Weight: 1244.50 g/mol
• Exact Mass: 1243.76525347 g/mol
• Topological Polar Surface Area (TPSA): 480.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): -1.51
• H-Bond Acceptor: 24
• H-Bond Donor: 22
• Rotatable Bonds: 41

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4815	48.15%
Caco-2	-	0.8644	86.44%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7088	70.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8272	82.72%
OATP1B3 inhibitior	+	0.9132	91.32%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8822	88.22%
BSEP inhibitior	+	0.7931	79.31%
P-glycoprotein inhibitior	+	0.7372	73.72%
P-glycoprotein substrate	+	0.7529	75.29%
CYP3A4 substrate	+	0.7036	70.36%
CYP2C9 substrate	-	0.7992	79.92%
CYP2D6 substrate	-	0.8800	88.00%
CYP3A4 inhibition	-	0.7065	70.65%
CYP2C9 inhibition	-	0.8696	86.96%
CYP2C19 inhibition	-	0.8384	83.84%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.8543	85.43%
CYP2C8 inhibition	+	0.6407	64.07%
CYP inhibitory promiscuity	-	0.9029	90.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5544	55.44%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.8992	89.92%
Skin irritation	-	0.7103	71.03%
Skin corrosion	-	0.9201	92.01%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7424	74.24%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.5324	53.24%
skin sensitisation	-	0.8358	83.58%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.7012	70.12%
Acute Oral Toxicity (c)	III	0.5379	53.79%
Estrogen receptor binding	+	0.8245	82.45%
Androgen receptor binding	+	0.6739	67.39%
Thyroid receptor binding	+	0.5708	57.08%
Glucocorticoid receptor binding	+	0.7457	74.57%
Aromatase binding	+	0.6780	67.80%
PPAR gamma	+	0.8104	81.04%
Honey bee toxicity	-	0.7585	75.85%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5276	52.76%
Fish aquatic toxicity	+	0.8702	87.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.11%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.03%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	97.73%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.41%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.69%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.62%	93.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	93.71%	92.86%
CHEMBL1937	Q92769	Histone deacetylase 2	92.74%	94.75%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	92.25%	92.88%
CHEMBL221	P23219	Cyclooxygenase-1	91.75%	90.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.47%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.30%	96.47%
CHEMBL325	Q13547	Histone deacetylase 1	90.18%	95.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.15%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.00%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.45%	89.00%
CHEMBL299	P17252	Protein kinase C alpha	88.07%	98.03%
CHEMBL3401	O75469	Pregnane X receptor	87.25%	94.73%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.90%	97.29%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.18%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.12%	95.56%
CHEMBL2514	O95665	Neurotensin receptor 2	85.74%	100.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.39%	94.08%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	84.84%	95.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.63%	83.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.37%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.26%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.73%	94.45%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	82.77%	92.08%
CHEMBL1907	P15144	Aminopeptidase N	82.42%	93.31%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.67%	99.23%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.83%	92.32%
CHEMBL5255	O00206	Toll-like receptor 4	80.10%	92.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54684507
• LOTUS: LTS0257792
• wikiData: Q77569627