[(1R,6R,8R,11S,12S,15S)-6-hydroxy-3,15-dimethyl-4-oxo-5,14-dioxatetracyclo[6.6.1.02,6.012,15]pentadec-2-en-11-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 4c14f904-24e7-41c7-9fc2-b2387c11567d
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(1R,6R,8R,11S,12S,15S)-6-hydroxy-3,15-dimethyl-4-oxo-5,14-dioxatetracyclo[6.6.1.02,6.012,15]pentadec-2-en-11-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H26O6/c1-5-10(2)17(21)25-14-7-6-12-8-20(23)15(11(3)18(22)26-20)16-19(12,4)13(14)9-24-16/h5,12-14,16,23H,6-9H2,1-4H3/b10-5-/t12-,13+,14+,16+,19+,20-/m1/s1
• InChI Key: WLEGVCDLXXAIOU-HELTWCIASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.26
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9884	98.84%
Caco-2	+	0.6782	67.82%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8663	86.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9023	90.23%
OATP1B3 inhibitior	+	0.9643	96.43%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.5021	50.21%
BSEP inhibitior	-	0.5870	58.70%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6005	60.05%
CYP3A4 substrate	+	0.6850	68.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8803	88.03%
CYP3A4 inhibition	-	0.7969	79.69%
CYP2C9 inhibition	-	0.8690	86.90%
CYP2C19 inhibition	-	0.9403	94.03%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.7390	73.90%
CYP2C8 inhibition	+	0.4503	45.03%
CYP inhibitory promiscuity	-	0.9217	92.17%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.4478	44.78%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9428	94.28%
Skin irritation	+	0.6140	61.40%
Skin corrosion	-	0.9180	91.80%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7980	79.80%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5549	55.49%
skin sensitisation	-	0.8698	86.98%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7332	73.32%
Acute Oral Toxicity (c)	III	0.5160	51.60%
Estrogen receptor binding	+	0.8522	85.22%
Androgen receptor binding	+	0.5992	59.92%
Thyroid receptor binding	+	0.7374	73.74%
Glucocorticoid receptor binding	+	0.7636	76.36%
Aromatase binding	+	0.6098	60.98%
PPAR gamma	+	0.5885	58.85%
Honey bee toxicity	-	0.6703	67.03%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9815	98.15%

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	97.21%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.69%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.97%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.27%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.79%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.88%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.65%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	84.54%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.49%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.11%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.08%	97.09%
CHEMBL2581	P07339	Cathepsin D	83.67%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.23%	93.03%

Plants that contains it

• Hertia pallens

Cross-Links

• PubChem: 14414479
• LOTUS: LTS0211001
• wikiData: Q105307912