[(3,5-dihydroxy-1,2-dimethyl-6-methylidenecyclohexyl)-(2-methoxy-4-methyl-5-oxo-2H-furan-3-yl)methyl] 2-methylpropanoate

Details

• Internal ID: 99684158-600e-4416-856e-eb9a2ca1f046
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(3,5-dihydroxy-1,2-dimethyl-6-methylidenecyclohexyl)-(2-methoxy-4-methyl-5-oxo-2H-furan-3-yl)methyl] 2-methylpropanoate
• SMILES (Canonical): CC1C(CC(C(=C)C1(C)C(C2=C(C(=O)OC2OC)C)OC(=O)C(C)C)O)O
• SMILES (Isomeric): CC1C(CC(C(=C)C1(C)C(C2=C(C(=O)OC2OC)C)OC(=O)C(C)C)O)O
• InChI: InChI=1S/C20H30O7/c1-9(2)17(23)26-16(15-10(3)18(24)27-19(15)25-7)20(6)11(4)13(21)8-14(22)12(20)5/h9,12-14,16,19,21-22H,4,8H2,1-3,5-7H3
• InChI Key: ZFQORKDKERAZKV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₇
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.19915329 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.72
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9406	94.06%
Caco-2	-	0.5561	55.61%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6660	66.60%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8847	88.47%
OATP1B3 inhibitior	+	0.9048	90.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7408	74.08%
P-glycoprotein inhibitior	-	0.6094	60.94%
P-glycoprotein substrate	-	0.5842	58.42%
CYP3A4 substrate	+	0.6642	66.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8979	89.79%
CYP3A4 inhibition	-	0.7668	76.68%
CYP2C9 inhibition	-	0.8362	83.62%
CYP2C19 inhibition	-	0.8468	84.68%
CYP2D6 inhibition	-	0.9468	94.68%
CYP1A2 inhibition	-	0.8501	85.01%
CYP2C8 inhibition	-	0.7692	76.92%
CYP inhibitory promiscuity	-	0.8658	86.58%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.8853	88.53%
Carcinogenicity (trinary)	Non-required	0.5566	55.66%
Eye corrosion	-	0.9758	97.58%
Eye irritation	-	0.8318	83.18%
Skin irritation	-	0.6336	63.36%
Skin corrosion	-	0.9171	91.71%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6404	64.04%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.6776	67.76%
skin sensitisation	-	0.6324	63.24%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.7189	71.89%
Acute Oral Toxicity (c)	III	0.4762	47.62%
Estrogen receptor binding	+	0.8308	83.08%
Androgen receptor binding	+	0.6637	66.37%
Thyroid receptor binding	+	0.5364	53.64%
Glucocorticoid receptor binding	+	0.6211	62.11%
Aromatase binding	+	0.5248	52.48%
PPAR gamma	+	0.6713	67.13%
Honey bee toxicity	-	0.6374	63.74%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9240	92.40%

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	96.59%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.95%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.54%	96.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.46%	96.47%
CHEMBL230	P35354	Cyclooxygenase-2	91.21%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.27%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.17%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.96%	91.07%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.56%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.70%	94.45%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	88.59%	95.71%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.55%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.23%	97.09%
CHEMBL299	P17252	Protein kinase C alpha	86.97%	98.03%
CHEMBL2581	P07339	Cathepsin D	86.73%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.10%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	85.74%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	85.24%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.40%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.39%	95.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.34%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.18%	97.14%
CHEMBL1937	Q92769	Histone deacetylase 2	82.00%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.76%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.75%	90.71%

Plants that contains it

• Culcitium albifolium

Cross-Links

• PubChem: 14864245
• LOTUS: LTS0190497
• wikiData: Q105374589