methyl (1S,2R,3R,4R,8R,9S,10R,15R)-2-hydroxy-9-(2-methoxy-2-oxoethyl)-4,8,10,12-tetramethyl-7,13-dioxo-16-oxatetracyclo[8.6.0.03,8.011,15]hexadeca-5,11-diene-4-carboxylate

Details

• Internal ID: e6daed47-f266-4451-a0e9-8dde653bb352
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: methyl (1S,2R,3R,4R,8R,9S,10R,15R)-2-hydroxy-9-(2-methoxy-2-oxoethyl)-4,8,10,12-tetramethyl-7,13-dioxo-16-oxatetracyclo[8.6.0.03,8.011,15]hexadeca-5,11-diene-4-carboxylate
• SMILES (Canonical): CC1=C2C(CC1=O)OC3C2(C(C4(C(C3O)C(C=CC4=O)(C)C(=O)OC)C)CC(=O)OC)C
• SMILES (Isomeric): CC1=C2[C@@H](CC1=O)O[C@H]3[C@@]2([C@@H]([C@@]4([C@@H]([C@H]3O)[C@](C=CC4=O)(C)C(=O)OC)C)CC(=O)OC)C
• InChI: InChI=1S/C24H30O8/c1-11-12(25)9-13-17(11)24(4)14(10-16(27)30-5)23(3)15(26)7-8-22(2,21(29)31-6)19(23)18(28)20(24)32-13/h7-8,13-14,18-20,28H,9-10H2,1-6H3/t13-,14-,18-,19+,20-,22-,23+,24-/m1/s1
• InChI Key: CUSXQCWRKQKACI-VDKWYMNOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₈
• Molecular Weight: 446.50 g/mol
• Exact Mass: 446.19406791 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.54
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	-	0.5640	56.40%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6712	67.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7935	79.35%
OATP1B3 inhibitior	+	0.8119	81.19%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5556	55.56%
P-glycoprotein inhibitior	+	0.7078	70.78%
P-glycoprotein substrate	+	0.5807	58.07%
CYP3A4 substrate	+	0.6751	67.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9076	90.76%
CYP3A4 inhibition	-	0.7003	70.03%
CYP2C9 inhibition	-	0.9075	90.75%
CYP2C19 inhibition	-	0.9251	92.51%
CYP2D6 inhibition	-	0.9490	94.90%
CYP1A2 inhibition	-	0.7999	79.99%
CYP2C8 inhibition	+	0.4671	46.71%
CYP inhibitory promiscuity	-	0.7600	76.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.4711	47.11%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.9283	92.83%
Skin irritation	-	0.5655	56.55%
Skin corrosion	-	0.9241	92.41%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5258	52.58%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5622	56.22%
skin sensitisation	-	0.7693	76.93%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6062	60.62%
Acute Oral Toxicity (c)	III	0.5631	56.31%
Estrogen receptor binding	+	0.8266	82.66%
Androgen receptor binding	+	0.6876	68.76%
Thyroid receptor binding	+	0.5362	53.62%
Glucocorticoid receptor binding	+	0.7855	78.55%
Aromatase binding	+	0.6776	67.76%
PPAR gamma	+	0.7663	76.63%
Honey bee toxicity	-	0.7869	78.69%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9334	93.34%

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	97.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.33%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.25%	85.14%
CHEMBL4072	P07858	Cathepsin B	93.82%	93.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.22%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.14%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.84%	94.00%
CHEMBL332	P03956	Matrix metalloproteinase-1	87.82%	94.50%
CHEMBL2581	P07339	Cathepsin D	86.33%	98.95%
CHEMBL4208	P20618	Proteasome component C5	84.18%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.03%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	83.95%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.37%	86.33%
CHEMBL5028	O14672	ADAM10	83.18%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.95%	91.07%
CHEMBL3401	O75469	Pregnane X receptor	82.77%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	82.11%	91.19%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.75%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.18%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.18%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.13%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.99%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.05%	99.17%

Plants that contains it

• Azadirachta indica

Cross-Links

• PubChem: 21597549
• LOTUS: LTS0035520
• wikiData: Q104970482