[(1S,9R,10S,12S,13R)-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradeca-3(7),5-dien-12-yl] 2-methylprop-2-enoate

Details

• Internal ID: 6fb24650-c8e5-48ea-8e1f-02ed71c41fb5
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(1S,9R,10S,12S,13R)-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradeca-3(7),5-dien-12-yl] 2-methylprop-2-enoate
• SMILES (Canonical): CC1CC(C2C3(C1(CC4=C(C3)OC=C4C)C)O2)OC(=O)C(=C)C
• SMILES (Isomeric): C[C@H]1C[C@@H]([C@@H]2[C@]3([C@@]1(CC4=C(C3)OC=C4C)C)O2)OC(=O)C(=C)C
• InChI: InChI=1S/C19H24O4/c1-10(2)17(20)22-14-6-12(4)18(5)7-13-11(3)9-21-15(13)8-19(18)16(14)23-19/h9,12,14,16H,1,6-8H2,2-5H3/t12-,14-,16+,18+,19+/m0/s1
• InChI Key: WGKZFTOMUSZDQU-PRLAUMOPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₄
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.16745924 g/mol
• Topological Polar Surface Area (TPSA): 52.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.7417	74.17%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5905	59.05%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.9110	91.10%
OATP1B3 inhibitior	+	0.8629	86.29%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8608	86.08%
P-glycoprotein inhibitior	-	0.6643	66.43%
P-glycoprotein substrate	-	0.6901	69.01%
CYP3A4 substrate	+	0.6720	67.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8349	83.49%
CYP3A4 inhibition	+	0.6145	61.45%
CYP2C9 inhibition	-	0.8045	80.45%
CYP2C19 inhibition	-	0.5758	57.58%
CYP2D6 inhibition	-	0.9305	93.05%
CYP1A2 inhibition	+	0.5097	50.97%
CYP2C8 inhibition	+	0.4686	46.86%
CYP inhibitory promiscuity	-	0.6307	63.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5511	55.11%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.8316	83.16%
Skin irritation	-	0.6794	67.94%
Skin corrosion	-	0.9410	94.10%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3783	37.83%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6801	68.01%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5624	56.24%
Acute Oral Toxicity (c)	III	0.3483	34.83%
Estrogen receptor binding	+	0.6476	64.76%
Androgen receptor binding	+	0.6398	63.98%
Thyroid receptor binding	+	0.6629	66.29%
Glucocorticoid receptor binding	+	0.6037	60.37%
Aromatase binding	-	0.5337	53.37%
PPAR gamma	+	0.6982	69.82%
Honey bee toxicity	-	0.6648	66.48%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.83%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.15%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.81%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.61%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.09%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.47%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	84.51%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.24%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.70%	86.33%

Plants that contains it

• Senecio caudatus

Cross-Links

• PubChem: 163044925
• LOTUS: LTS0014440
• wikiData: Q105304598