Milliamine

Details

• Internal ID: a9259cf0-d8a5-4a13-ab4b-664a742c0256
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids
• IUPAC Name: [(1S,4S,5S,6R,9S,10R,12R,14R)-7-(acetyloxymethyl)-5,6-dihydroxy-3,11,11,14-tetramethyl-15-oxo-4-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl] 2-[[2-[[2-(dimethylamino)benzoyl]amino]-3-hydroxybenzoyl]amino]benzoate
• SMILES (Canonical): CC1CC2C(C2(C)C)C3C=C(C(C4(C1(C3=O)C=C(C4OC(=O)C5=CC=CC=C5NC(=O)C6=C(C(=CC=C6)O)NC(=O)C7=CC=CC=C7N(C)C)C)O)O)COC(=O)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]2[C@@H](C2(C)C)[C@@H]3C=C([C@H]([C@]4([C@@]1(C3=O)C=C([C@@H]4OC(=O)C5=CC=CC=C5NC(=O)C6=C(C(=CC=C6)O)NC(=O)C7=CC=CC=C7N(C)C)C)O)O)COC(=O)C
• InChI: InChI=1S/C45H49N3O10/c1-23-21-44-24(2)19-31-35(43(31,4)5)30(38(44)52)20-26(22-57-25(3)49)37(51)45(44,56)39(23)58-42(55)27-13-8-10-16-32(27)46-41(54)29-15-12-18-34(50)36(29)47-40(53)28-14-9-11-17-33(28)48(6)7/h8-18,20-21,24,30-31,35,37,39,50-51,56H,19,22H2,1-7H3,(H,46,54)(H,47,53)/t24-,30+,31-,35+,37-,39+,44+,45+/m1/s1
• InChI Key: VTLYZTRDIRBJDH-BVRVJCKWSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₄₉N₃O₁₀
• Molecular Weight: 791.90 g/mol
• Exact Mass: 791.34179477 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.53
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

• 34391-10-1
• RefChem:158905
• Milliamine
• Milliamin
• [(1S,4S,5S,6R,9S,10R,12R,14R)-7-(acetyloxymethyl)-5,6-dihydroxy-3,11,11,14-tetramethyl-15-oxo-4-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl] 2-[[2-[[2-(dimethylamino)benzoyl]amino]-3-hydroxybenzoyl]amino]benzoate
• Benzoic acid, 2-((2-((2-(dimethylamino)benzoyl)amino)-3-hydroxybenzoyl)amino)-, 4-((acetyloxy)methyl)-1a,2,5,5a,6,9,10,10a-octahydro-5,5a-dihydroxy-1,1,7,9-tetramethyl-11-oxo-1H-2,8a-methanocyclopenta(a)cyclopropa(e)cyclodecen-6-yl ester, (1aR-(1aalpha,2beta,5beta,5abeta,6beta,8aalpha,9alpha,10aalpha))-
• SCHEMBL30642378

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7493	74.93%
Caco-2	-	0.8661	86.61%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5577	55.77%
OATP2B1 inhibitior	+	0.5649	56.49%
OATP1B1 inhibitior	+	0.8217	82.17%
OATP1B3 inhibitior	+	0.9291	92.91%
MATE1 inhibitior	-	0.8300	83.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9752	97.52%
P-glycoprotein inhibitior	+	0.7784	77.84%
P-glycoprotein substrate	+	0.8869	88.69%
CYP3A4 substrate	+	0.7561	75.61%
CYP2C9 substrate	-	0.8059	80.59%
CYP2D6 substrate	-	0.8488	84.88%
CYP3A4 inhibition	-	0.7949	79.49%
CYP2C9 inhibition	-	0.7480	74.80%
CYP2C19 inhibition	-	0.7625	76.25%
CYP2D6 inhibition	-	0.8802	88.02%
CYP1A2 inhibition	-	0.7499	74.99%
CYP2C8 inhibition	+	0.7680	76.80%
CYP inhibitory promiscuity	-	0.5219	52.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6680	66.80%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9102	91.02%
Skin irritation	-	0.7734	77.34%
Skin corrosion	-	0.9243	92.43%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7541	75.41%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.6622	66.22%
skin sensitisation	-	0.8527	85.27%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.6020	60.20%
Acute Oral Toxicity (c)	III	0.6383	63.83%
Estrogen receptor binding	+	0.8359	83.59%
Androgen receptor binding	+	0.7764	77.64%
Thyroid receptor binding	+	0.6548	65.48%
Glucocorticoid receptor binding	+	0.7497	74.97%
Aromatase binding	+	0.6369	63.69%
PPAR gamma	+	0.8016	80.16%
Honey bee toxicity	-	0.5855	58.55%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1914	P06276	Butyrylcholinesterase	99.98%	95.00%
CHEMBL2996	Q05655	Protein kinase C delta	99.38%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.21%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	98.78%	90.17%
CHEMBL2581	P07339	Cathepsin D	96.26%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.44%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.41%	85.14%
CHEMBL240	Q12809	HERG	95.37%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.21%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	92.07%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.87%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.02%	82.69%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.84%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.26%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.25%	94.00%
CHEMBL5028	O14672	ADAM10	87.81%	97.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.15%	94.62%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.23%	96.47%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.41%	96.67%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.08%	94.33%
CHEMBL2535	P11166	Glucose transporter	83.96%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	83.44%	94.73%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	82.02%	92.67%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	81.93%	91.65%
CHEMBL230	P35354	Cyclooxygenase-2	81.89%	89.63%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.24%	97.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.69%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.27%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.13%	95.89%
CHEMBL2034	P04150	Glucocorticoid receptor	80.10%	94.82%

Plants that contains it

• Euphorbia milii

Cross-Links

• PubChem: 15560544
• LOTUS: LTS0274691
• wikiData: Q104402996