[(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-4-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: 68d9ffe3-ab2b-48ba-a27d-74924b82facd
• 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-4-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=CCNC6=O)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=CCNC6=O)C)C)CC(=O)OC)C)C)OC(=O)C
• InChI: InChI=1S/C34H45NO9/c1-9-16(2)31(39)44-24-14-23(42-18(4)36)32(5)15-41-27-28(32)33(24,6)22(13-25(37)40-8)34(7)26-17(3)20(12-21(26)43-29(27)34)19-10-11-35-30(19)38/h9-10,20-24,27-29H,11-15H2,1-8H3,(H,35,38)/b16-9+/t20-,21-,22-,23-,24+,27-,28+,29-,32-,33+,34-/m1/s1
• InChI Key: ARQFJAOVFLFHON-SWNQXPPOSA-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: 2.60
• 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	-	0.7726	77.26%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5795	57.95%
OATP2B1 inhibitior	-	0.5796	57.96%
OATP1B1 inhibitior	+	0.8016	80.16%
OATP1B3 inhibitior	+	0.9396	93.96%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9919	99.19%
P-glycoprotein inhibitior	+	0.8686	86.86%
P-glycoprotein substrate	+	0.7585	75.85%
CYP3A4 substrate	+	0.7207	72.07%
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	+	0.7492	74.92%
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	-	0.9027	90.27%
Skin irritation	-	0.7271	72.71%
Skin corrosion	-	0.9256	92.56%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7746	77.46%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5522	55.22%
skin sensitisation	-	0.8514	85.14%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6038	60.38%
Acute Oral Toxicity (c)	III	0.5804	58.04%
Estrogen receptor binding	+	0.8563	85.63%
Androgen receptor binding	+	0.7195	71.95%
Thyroid receptor binding	+	0.6102	61.02%
Glucocorticoid receptor binding	+	0.8383	83.83%
Aromatase binding	+	0.7612	76.12%
PPAR gamma	+	0.7727	77.27%
Honey bee toxicity	-	0.6148	61.48%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
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	98.74%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.38%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.97%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.43%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.84%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.19%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.93%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.81%	94.00%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	88.12%	80.00%
CHEMBL4208	P20618	Proteasome component C5	87.87%	90.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.68%	93.00%
CHEMBL255	P29275	Adenosine A2b receptor	87.61%	98.59%
CHEMBL3492	P49721	Proteasome Macropain subunit	87.34%	90.24%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.73%	91.07%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.30%	89.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.06%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.99%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.28%	99.23%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.99%	95.64%
CHEMBL340	P08684	Cytochrome P450 3A4	84.76%	91.19%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	84.59%	89.44%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.88%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	83.66%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.57%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.00%	97.25%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.63%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.35%	97.14%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.67%	83.10%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.38%	81.11%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.38%	94.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.36%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.27%	100.00%

Plants that contains it

• Azadirachta indica

Cross-Links

• PubChem: 102149247
• LOTUS: LTS0245965
• wikiData: Q104917509