methyl 2-[(1S,2R,3S,4R,8R,9S,10R,13R,15S)-13-(furan-3-yl)-2,4-dihydroxy-4,8,10,12-tetramethyl-7-oxo-16-oxatetracyclo[8.6.0.03,8.011,15]hexadeca-5,11-dien-9-yl]acetate

Details

• Internal ID: e2e9dda3-753a-46df-9aad-01e48caec7c0
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: methyl 2-[(1S,2R,3S,4R,8R,9S,10R,13R,15S)-13-(furan-3-yl)-2,4-dihydroxy-4,8,10,12-tetramethyl-7-oxo-16-oxatetracyclo[8.6.0.03,8.011,15]hexadeca-5,11-dien-9-yl]acetate
• SMILES (Canonical): CC1=C2C(CC1C3=COC=C3)OC4C2(C(C5(C(C4O)C(C=CC5=O)(C)O)C)CC(=O)OC)C
• SMILES (Isomeric): CC1=C2[C@H](C[C@H]1C3=COC=C3)O[C@H]4[C@@]2([C@@H]([C@@]5([C@@H]([C@H]4O)[C@](C=CC5=O)(C)O)C)CC(=O)OC)C
• InChI: InChI=1S/C26H32O7/c1-13-15(14-7-9-32-12-14)10-16-20(13)26(4)17(11-19(28)31-5)25(3)18(27)6-8-24(2,30)22(25)21(29)23(26)33-16/h6-9,12,15-17,21-23,29-30H,10-11H2,1-5H3/t15-,16+,17-,21-,22+,23-,24-,25+,26-/m1/s1
• InChI Key: PFQPGZDVNHHXLR-XWNRUULXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₇
• Molecular Weight: 456.50 g/mol
• Exact Mass: 456.21480336 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9818	98.18%
Caco-2	-	0.6312	63.12%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6599	65.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7275	72.75%
OATP1B3 inhibitior	-	0.2793	27.93%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9295	92.95%
P-glycoprotein inhibitior	+	0.6855	68.55%
P-glycoprotein substrate	+	0.6350	63.50%
CYP3A4 substrate	+	0.6973	69.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8839	88.39%
CYP3A4 inhibition	-	0.5193	51.93%
CYP2C9 inhibition	-	0.7474	74.74%
CYP2C19 inhibition	-	0.8773	87.73%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.8927	89.27%
CYP2C8 inhibition	+	0.6744	67.44%
CYP inhibitory promiscuity	+	0.5370	53.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.6209	62.09%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9165	91.65%
Skin irritation	-	0.6624	66.24%
Skin corrosion	-	0.9285	92.85%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7194	71.94%
Micronuclear	+	0.5559	55.59%
Hepatotoxicity	+	0.6060	60.60%
skin sensitisation	-	0.8050	80.50%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5732	57.32%
Acute Oral Toxicity (c)	III	0.4952	49.52%
Estrogen receptor binding	+	0.8059	80.59%
Androgen receptor binding	+	0.7074	70.74%
Thyroid receptor binding	+	0.6177	61.77%
Glucocorticoid receptor binding	+	0.8621	86.21%
Aromatase binding	+	0.6750	67.50%
PPAR gamma	+	0.7040	70.40%
Honey bee toxicity	-	0.7732	77.32%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9698	96.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.33%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.19%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.70%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.82%	90.17%
CHEMBL4208	P20618	Proteasome component C5	91.75%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.17%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.50%	86.33%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	90.39%	87.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.81%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.80%	81.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.31%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.75%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.49%	96.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.48%	90.24%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.31%	95.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.98%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.97%	94.33%
CHEMBL5028	O14672	ADAM10	80.15%	97.50%

Plants that contains it

• Azadirachta indica

Cross-Links

• PubChem: 101634707
• LOTUS: LTS0162788
• wikiData: Q104395880