[(1R,2S,4R,6R,9R,10R,11R,12S,14R,15R,18R)-14-acetyloxy-10-(2-methoxy-2-oxoethyl)-7,9,11,15-tetramethyl-6-(5-oxo-1,2-dihydropyrrol-3-yl)-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadec-7-en-12-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: 27861903-246c-4a50-afdc-c191684c1482
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(1R,2S,4R,6R,9R,10R,11R,12S,14R,15R,18R)-14-acetyloxy-10-(2-methoxy-2-oxoethyl)-7,9,11,15-tetramethyl-6-(5-oxo-1,2-dihydropyrrol-3-yl)-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadec-7-en-12-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(C2(COC3C2C1(C(C4(C3OC5C4=C(C(C5)C6=CC(=O)NC6)C)C)CC(=O)OC)C)C)OC(=O)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@H]1C[C@H]([C@]2(CO[C@@H]3[C@@H]2[C@]1([C@H]([C@]4([C@@H]3O[C@H]5C4=C([C@@H](C5)C6=CC(=O)NC6)C)C)CC(=O)OC)C)C)OC(=O)C
• InChI: InChI=1S/C34H45NO9/c1-9-16(2)31(39)44-24-13-23(42-18(4)36)32(5)15-41-28-29(32)33(24,6)22(12-26(38)40-8)34(7)27-17(3)20(11-21(27)43-30(28)34)19-10-25(37)35-14-19/h9-10,20-24,28-30H,11-15H2,1-8H3,(H,35,37)/b16-9+/t20-,21-,22-,23-,24+,28-,29+,30-,32-,33+,34-/m1/s1
• InChI Key: ROWHIRASDBVANF-ZDNJZGMNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₅NO₉
• Molecular Weight: 611.70 g/mol
• Exact Mass: 611.30943201 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 3.59
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9795	97.95%
Caco-2	-	0.7736	77.36%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5795	57.95%
OATP2B1 inhibitior	-	0.5796	57.96%
OATP1B1 inhibitior	+	0.7827	78.27%
OATP1B3 inhibitior	+	0.9396	93.96%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9944	99.44%
P-glycoprotein inhibitior	+	0.8426	84.26%
P-glycoprotein substrate	+	0.7885	78.85%
CYP3A4 substrate	+	0.7223	72.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9051	90.51%
CYP3A4 inhibition	+	0.6006	60.06%
CYP2C9 inhibition	-	0.7480	74.80%
CYP2C19 inhibition	-	0.7211	72.11%
CYP2D6 inhibition	-	0.9303	93.03%
CYP1A2 inhibition	-	0.7451	74.51%
CYP2C8 inhibition	+	0.7730	77.30%
CYP inhibitory promiscuity	+	0.5121	51.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Danger	0.4722	47.22%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9056	90.56%
Skin irritation	-	0.7271	72.71%
Skin corrosion	-	0.9256	92.56%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7424	74.24%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5003	50.03%
skin sensitisation	-	0.8514	85.14%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.4529	45.29%
Acute Oral Toxicity (c)	III	0.5804	58.04%
Estrogen receptor binding	+	0.8527	85.27%
Androgen receptor binding	+	0.7362	73.62%
Thyroid receptor binding	+	0.5943	59.43%
Glucocorticoid receptor binding	+	0.8268	82.68%
Aromatase binding	+	0.7550	75.50%
PPAR gamma	+	0.7627	76.27%
Honey bee toxicity	-	0.6140	61.40%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9508	95.08%

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	98.86%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.34%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.55%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.70%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.31%	97.09%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	88.80%	89.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.61%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.02%	95.56%
CHEMBL4208	P20618	Proteasome component C5	87.64%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.53%	94.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.20%	93.00%
CHEMBL255	P29275	Adenosine A2b receptor	86.96%	98.59%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.93%	89.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	86.37%	89.44%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.19%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.96%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.46%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	84.93%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.90%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.61%	94.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.34%	89.34%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.34%	95.50%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	84.31%	80.00%
CHEMBL226	P30542	Adenosine A1 receptor	83.55%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.53%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.17%	92.62%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.79%	90.08%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.68%	81.11%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.54%	90.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.34%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.28%	97.14%

Plants that contains it

• Azadirachta indica

Cross-Links

• PubChem: 162949507
• LOTUS: LTS0204996
• wikiData: Q105242510