Methyl 3-[9-hydroxy-11,15-dimethyl-14-[1-(4-methylfuran-2-yl)propan-2-yl]-5-methylidene-6-oxo-7-oxapentacyclo[8.7.0.01,3.04,8.011,15]heptadecan-3-yl]propanoate

Details

• Internal ID: 15a7d3b7-ff16-4d89-9d45-7744e57ce685
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: methyl 3-[9-hydroxy-11,15-dimethyl-14-[1-(4-methylfuran-2-yl)propan-2-yl]-5-methylidene-6-oxo-7-oxapentacyclo[8.7.0.01,3.04,8.011,15]heptadecan-3-yl]propanoate
• SMILES (Canonical): CC1=COC(=C1)CC(C)C2CCC3(C2(CCC45C3C(C6C(C4(C5)CCC(=O)OC)C(=C)C(=O)O6)O)C)C
• SMILES (Isomeric): CC1=COC(=C1)CC(C)C2CCC3(C2(CCC45C3C(C6C(C4(C5)CCC(=O)OC)C(=C)C(=O)O6)O)C)C
• InChI: InChI=1S/C31H42O6/c1-17-13-20(36-15-17)14-18(2)21-7-9-29(5)26-24(33)25-23(19(3)27(34)37-25)30(10-8-22(32)35-6)16-31(26,30)12-11-28(21,29)4/h13,15,18,21,23-26,33H,3,7-12,14,16H2,1-2,4-6H3
• InChI Key: FJVVMVXJORAJAZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₂O₆
• Molecular Weight: 510.70 g/mol
• Exact Mass: 510.29813906 g/mol
• Topological Polar Surface Area (TPSA): 86.00 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.40
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9756	97.56%
Caco-2	-	0.7127	71.27%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7219	72.19%
OATP2B1 inhibitior	-	0.7177	71.77%
OATP1B1 inhibitior	+	0.7629	76.29%
OATP1B3 inhibitior	-	0.2617	26.17%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6021	60.21%
BSEP inhibitior	+	0.9542	95.42%
P-glycoprotein inhibitior	+	0.6854	68.54%
P-glycoprotein substrate	+	0.6186	61.86%
CYP3A4 substrate	+	0.7057	70.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	+	0.6966	69.66%
CYP2C9 inhibition	-	0.7283	72.83%
CYP2C19 inhibition	-	0.6836	68.36%
CYP2D6 inhibition	-	0.9082	90.82%
CYP1A2 inhibition	-	0.5518	55.18%
CYP2C8 inhibition	+	0.6607	66.07%
CYP inhibitory promiscuity	-	0.7340	73.40%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5239	52.39%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9281	92.81%
Skin irritation	-	0.5906	59.06%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6894	68.94%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5074	50.74%
skin sensitisation	-	0.8366	83.66%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7162	71.62%
Acute Oral Toxicity (c)	III	0.4368	43.68%
Estrogen receptor binding	+	0.7961	79.61%
Androgen receptor binding	+	0.7694	76.94%
Thyroid receptor binding	-	0.5131	51.31%
Glucocorticoid receptor binding	+	0.7710	77.10%
Aromatase binding	+	0.7215	72.15%
PPAR gamma	+	0.6499	64.99%
Honey bee toxicity	-	0.6827	68.27%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
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	98.48%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.25%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.82%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.51%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.22%	97.25%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.14%	95.17%
CHEMBL221	P23219	Cyclooxygenase-1	91.82%	90.17%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	91.43%	93.03%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.83%	91.07%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.52%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.89%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.38%	90.71%
CHEMBL4072	P07858	Cathepsin B	89.31%	93.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.99%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.41%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.93%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.84%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.50%	95.50%
CHEMBL3837	P07711	Cathepsin L	83.47%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.91%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.67%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	82.60%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.25%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.09%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.43%	100.00%
CHEMBL2535	P11166	Glucose transporter	80.70%	98.75%
CHEMBL2996	Q05655	Protein kinase C delta	80.36%	97.79%

Plants that contains it

• Gardenia tubifera

Cross-Links

• PubChem: 75058509
• LOTUS: LTS0183354
• wikiData: Q104996357