methyl (6E,10Z,14E,15aS)-3,6,14-trimethyl-2-oxo-5,8,9,12,13,15a-hexahydro-4H-cyclotetradeca[b]furan-10-carboxylate

Details

• Internal ID: e2fba107-4936-44a8-872c-e1683788b637
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: methyl (6E,10Z,14E,15aS)-3,6,14-trimethyl-2-oxo-5,8,9,12,13,15a-hexahydro-4H-cyclotetradeca[b]furan-10-carboxylate
• SMILES (Canonical): CC1=CCCC(=CCCC(=CC2C(=C(C(=O)O2)C)CC1)C)C(=O)OC
• SMILES (Isomeric): C/C/1=C\CC/C(=C/CC/C(=C/[C@H]2C(=C(C(=O)O2)C)CC1)/C)/C(=O)OC
• InChI: InChI=1S/C21H28O4/c1-14-7-5-9-17(21(23)24-4)10-6-8-15(2)13-19-18(12-11-14)16(3)20(22)25-19/h7,10,13,19H,5-6,8-9,11-12H2,1-4H3/b14-7+,15-13+,17-10-/t19-/m0/s1
• InChI Key: PZKDCLXDYUUGHO-ATWZQPCESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₄
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.19875937 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.57
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.7506	75.06%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6488	64.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9268	92.68%
OATP1B3 inhibitior	+	0.9611	96.11%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8981	89.81%
P-glycoprotein inhibitior	+	0.6927	69.27%
P-glycoprotein substrate	-	0.8502	85.02%
CYP3A4 substrate	+	0.6050	60.50%
CYP2C9 substrate	-	0.8093	80.93%
CYP2D6 substrate	-	0.8818	88.18%
CYP3A4 inhibition	-	0.7644	76.44%
CYP2C9 inhibition	-	0.8288	82.88%
CYP2C19 inhibition	-	0.8290	82.90%
CYP2D6 inhibition	-	0.9212	92.12%
CYP1A2 inhibition	+	0.7646	76.46%
CYP2C8 inhibition	-	0.6204	62.04%
CYP inhibitory promiscuity	-	0.8536	85.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6269	62.69%
Eye corrosion	-	0.9549	95.49%
Eye irritation	-	0.7353	73.53%
Skin irritation	-	0.6283	62.83%
Skin corrosion	-	0.9567	95.67%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3789	37.89%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5868	58.68%
skin sensitisation	-	0.7929	79.29%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6947	69.47%
Acute Oral Toxicity (c)	III	0.5400	54.00%
Estrogen receptor binding	-	0.7370	73.70%
Androgen receptor binding	-	0.5780	57.80%
Thyroid receptor binding	-	0.5728	57.28%
Glucocorticoid receptor binding	+	0.6054	60.54%
Aromatase binding	-	0.6157	61.57%
PPAR gamma	+	0.5409	54.09%
Honey bee toxicity	-	0.8840	88.40%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9915	99.15%

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	94.45%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	92.16%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.50%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.86%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.50%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.95%	95.50%
CHEMBL4208	P20618	Proteasome component C5	82.61%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.97%	85.14%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.61%	90.93%
CHEMBL3401	O75469	Pregnane X receptor	81.17%	94.73%
CHEMBL5028	O14672	ADAM10	80.14%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11110711
• LOTUS: LTS0151969
• wikiData: Q105217002