Dihydroniphimycin

Details

• Internal ID: 5948c0f0-f14d-489a-be6d-8f8cfba970a8
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: 3-oxo-3-[[(10Z,12Z)-5,7,9,19,23,25,27,31,33,34,35-undecahydroxy-8,18,22,24,26,30-hexamethyl-15-[(E)-4-methyl-12-[(N'-methylcarbamimidoyl)amino]dodec-8-en-2-yl]-17-oxo-16,37-dioxabicyclo[31.3.1]heptatriaconta-10,12-dien-3-yl]oxy]propanoic acid
• SMILES (Canonical): CC1CCC(C(C(C(C(C(CCC(C(C(=O)OC(CC=CC=CC(C(C(CC(CC(CC2CC(C(C(O2)(CC1O)O)O)O)OC(=O)CC(=O)O)O)O)C)O)C(C)CC(C)CCCC=CCCCNC(=NC)N)C)O)C)O)C)O)C)O
• SMILES (Isomeric): CC1CCC(C(C(C(C(C(CCC(C(C(=O)OC(C/C=C\C=C/C(C(C(CC(CC(CC2CC(C(C(O2)(CC1O)O)O)O)OC(=O)CC(=O)O)O)O)C)O)C(C)CC(C)CCC/C=C/CCCNC(=NC)N)C)O)C)O)C)O)C)O
• InChI: InChI=1S/C59H105N3O18/c1-34(19-15-12-10-11-13-18-26-62-58(60)61-9)27-37(4)51-21-17-14-16-20-45(64)38(5)48(67)29-42(63)28-43(78-53(72)32-52(70)71)30-44-31-49(68)56(75)59(77,80-44)33-50(69)35(2)22-24-46(65)39(6)55(74)41(8)54(73)36(3)23-25-47(66)40(7)57(76)79-51/h10-11,14,16-17,20,34-51,54-56,63-69,73-75,77H,12-13,15,18-19,21-33H2,1-9H3,(H,70,71)(H3,60,61,62)/b11-10+,17-14-,20-16-
• InChI Key: QJBZWXDRESIVAD-XTHAQYFTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₁₀₅N₃O₁₈
• Molecular Weight: 1144.50 g/mol
• Exact Mass: 1143.73931351 g/mol
• Topological Polar Surface Area (TPSA): 372.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 18
• H-Bond Donor: 14
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8140	81.40%
Caco-2	-	0.8619	86.19%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5243	52.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8116	81.16%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9858	98.58%
P-glycoprotein inhibitior	+	0.7429	74.29%
P-glycoprotein substrate	+	0.8627	86.27%
CYP3A4 substrate	+	0.7450	74.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8804	88.04%
CYP3A4 inhibition	-	0.9076	90.76%
CYP2C9 inhibition	-	0.8503	85.03%
CYP2C19 inhibition	-	0.8345	83.45%
CYP2D6 inhibition	-	0.8854	88.54%
CYP1A2 inhibition	-	0.8413	84.13%
CYP2C8 inhibition	+	0.7916	79.16%
CYP inhibitory promiscuity	-	0.9948	99.48%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6083	60.83%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.8991	89.91%
Skin irritation	-	0.7384	73.84%
Skin corrosion	-	0.9170	91.70%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7827	78.27%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.5729	57.29%
skin sensitisation	-	0.8122	81.22%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6843	68.43%
Acute Oral Toxicity (c)	III	0.5685	56.85%
Estrogen receptor binding	+	0.7907	79.07%
Androgen receptor binding	+	0.6860	68.60%
Thyroid receptor binding	+	0.6236	62.36%
Glucocorticoid receptor binding	+	0.7887	78.87%
Aromatase binding	+	0.5385	53.85%
PPAR gamma	+	0.8234	82.34%
Honey bee toxicity	-	0.6371	63.71%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.4761	47.61%

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	99.81%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.63%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.50%	96.38%
CHEMBL2581	P07339	Cathepsin D	96.71%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.38%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.96%	96.47%
CHEMBL230	P35354	Cyclooxygenase-2	92.82%	89.63%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.55%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.18%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.64%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.21%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	90.63%	91.19%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.77%	96.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	89.52%	95.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.43%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.09%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.75%	93.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.66%	96.90%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.38%	94.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.58%	95.89%
CHEMBL2514	O95665	Neurotensin receptor 2	87.27%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	87.17%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.28%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.89%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.88%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.48%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.48%	93.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	83.25%	96.00%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	81.93%	94.97%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.95%	97.14%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.68%	92.32%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.39%	94.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.25%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139584668
• LOTUS: LTS0041348
• wikiData: Q77373638