(15R)-5-heptyl-12-methoxy-15-pentyl-3,9,14-trioxatetracyclo[8.7.0.02,7.013,17]heptadeca-1(17),2(7),5,10,12-pentaene-4,8-dione

Details

• Internal ID: 0104ed17-bb6b-4e63-912b-4a50c096ca47
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarino-alpha-pyrones
• IUPAC Name: (15R)-5-heptyl-12-methoxy-15-pentyl-3,9,14-trioxatetracyclo[8.7.0.02,7.013,17]heptadeca-1(17),2(7),5,10,12-pentaene-4,8-dione
• SMILES (Canonical): CCCCCCCC1=CC2=C(C3=C4CC(OC4=C(C=C3OC2=O)OC)CCCCC)OC1=O
• SMILES (Isomeric): CCCCCCCC1=CC2=C(C3=C4C[C@H](OC4=C(C=C3OC2=O)OC)CCCCC)OC1=O
• InChI: InChI=1S/C27H34O6/c1-4-6-8-9-11-12-17-14-20-25(33-26(17)28)23-19-15-18(13-10-7-5-2)31-24(19)22(30-3)16-21(23)32-27(20)29/h14,16,18H,4-13,15H2,1-3H3/t18-/m1/s1
• InChI Key: JWDWHWWHBHVHBZ-GOSISDBHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₄O₆
• Molecular Weight: 454.60 g/mol
• Exact Mass: 454.23553880 g/mol
• Topological Polar Surface Area (TPSA): 71.10 Ų
• XlogP: 7.50
• Atomic LogP (AlogP): 6.30
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9814	98.14%
Caco-2	+	0.5534	55.34%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7454	74.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9056	90.56%
OATP1B3 inhibitior	+	0.8990	89.90%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9290	92.90%
P-glycoprotein inhibitior	+	0.8061	80.61%
P-glycoprotein substrate	+	0.7296	72.96%
CYP3A4 substrate	+	0.6460	64.60%
CYP2C9 substrate	-	0.6417	64.17%
CYP2D6 substrate	-	0.8165	81.65%
CYP3A4 inhibition	-	0.8263	82.63%
CYP2C9 inhibition	-	0.8749	87.49%
CYP2C19 inhibition	+	0.5823	58.23%
CYP2D6 inhibition	-	0.9219	92.19%
CYP1A2 inhibition	+	0.5809	58.09%
CYP2C8 inhibition	+	0.6146	61.46%
CYP inhibitory promiscuity	-	0.6732	67.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6282	62.82%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8604	86.04%
Skin irritation	-	0.8138	81.38%
Skin corrosion	-	0.9342	93.42%
Ames mutagenesis	-	0.6878	68.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7330	73.30%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8878	88.78%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7185	71.85%
Acute Oral Toxicity (c)	III	0.3607	36.07%
Estrogen receptor binding	+	0.5336	53.36%
Androgen receptor binding	+	0.7684	76.84%
Thyroid receptor binding	-	0.6003	60.03%
Glucocorticoid receptor binding	+	0.6678	66.78%
Aromatase binding	-	0.5281	52.81%
PPAR gamma	+	0.7156	71.56%
Honey bee toxicity	-	0.7852	78.52%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.7150	71.50%
Fish aquatic toxicity	+	0.9956	99.56%

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	98.96%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.13%	98.95%
CHEMBL240	Q12809	HERG	95.55%	89.76%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.78%	92.08%
CHEMBL1914	P06276	Butyrylcholinesterase	92.99%	95.00%
CHEMBL1907	P15144	Aminopeptidase N	92.17%	93.31%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.95%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.73%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.62%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.60%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.53%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.30%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.94%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.83%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	85.71%	97.79%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	85.58%	82.38%
CHEMBL2535	P11166	Glucose transporter	85.51%	98.75%
CHEMBL230	P35354	Cyclooxygenase-2	84.99%	89.63%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	84.09%	91.81%
CHEMBL3401	O75469	Pregnane X receptor	83.63%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.54%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.08%	97.25%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.87%	96.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.42%	100.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	82.06%	96.25%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	81.54%	90.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.91%	97.14%
CHEMBL1871	P10275	Androgen Receptor	80.00%	96.43%

Plants that contains it

• Lysimachia fordiana

Cross-Links

• PubChem: 162946201
• LOTUS: LTS0138475
• wikiData: Q105136117