(2-Hydroxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl) 4-hydroxybenzoate

Details

• Internal ID: f3a95c57-ffbc-4840-bb87-385e0a356595
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: (2-hydroxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl) 4-hydroxybenzoate
• SMILES (Canonical): CC1=CCCC2(C(O2)C(C(C(C1)OC(=O)C3=CC=C(C=C3)O)C(C)C)O)C
• SMILES (Isomeric): CC1=CCCC2(C(O2)C(C(C(C1)OC(=O)C3=CC=C(C=C3)O)C(C)C)O)C
• InChI: InChI=1S/C22H30O5/c1-13(2)18-17(26-21(25)15-7-9-16(23)10-8-15)12-14(3)6-5-11-22(4)20(27-22)19(18)24/h6-10,13,17-20,23-24H,5,11-12H2,1-4H3
• InChI Key: TUSFMTSATFETGD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₅
• Molecular Weight: 374.50 g/mol
• Exact Mass: 374.20932405 g/mol
• Topological Polar Surface Area (TPSA): 79.30 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.84
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9785	97.85%
Caco-2	-	0.5668	56.68%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7148	71.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8921	89.21%
OATP1B3 inhibitior	+	0.8877	88.77%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6730	67.30%
P-glycoprotein inhibitior	-	0.5370	53.70%
P-glycoprotein substrate	-	0.5352	53.52%
CYP3A4 substrate	+	0.6542	65.42%
CYP2C9 substrate	-	0.8042	80.42%
CYP2D6 substrate	-	0.7989	79.89%
CYP3A4 inhibition	-	0.6398	63.98%
CYP2C9 inhibition	-	0.6463	64.63%
CYP2C19 inhibition	+	0.5490	54.90%
CYP2D6 inhibition	-	0.9064	90.64%
CYP1A2 inhibition	+	0.7700	77.00%
CYP2C8 inhibition	+	0.7395	73.95%
CYP inhibitory promiscuity	-	0.8084	80.84%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.5714	57.14%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9311	93.11%
Skin irritation	-	0.5824	58.24%
Skin corrosion	-	0.9451	94.51%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6105	61.05%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.6376	63.76%
skin sensitisation	-	0.6865	68.65%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.4878	48.78%
Acute Oral Toxicity (c)	III	0.4321	43.21%
Estrogen receptor binding	+	0.6210	62.10%
Androgen receptor binding	+	0.5968	59.68%
Thyroid receptor binding	+	0.6557	65.57%
Glucocorticoid receptor binding	+	0.7324	73.24%
Aromatase binding	+	0.6415	64.15%
PPAR gamma	-	0.5075	50.75%
Honey bee toxicity	-	0.7910	79.10%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.9957	99.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.20%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.84%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.33%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.18%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.67%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	87.83%	97.79%
CHEMBL2535	P11166	Glucose transporter	87.26%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.54%	93.56%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	86.48%	94.97%
CHEMBL2179	P04062	Beta-glucocerebrosidase	85.17%	85.31%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.08%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.42%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.28%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.15%	95.56%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.10%	85.00%
CHEMBL4208	P20618	Proteasome component C5	82.64%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.13%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.09%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.45%	95.89%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.14%	94.08%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	80.88%	97.53%
CHEMBL221	P23219	Cyclooxygenase-1	80.71%	90.17%
CHEMBL1951	P21397	Monoamine oxidase A	80.56%	91.49%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.55%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.50%	97.14%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.20%	94.00%

Plants that contains it

• Ferula calcarea

Cross-Links

• PubChem: 163070914
• LOTUS: LTS0179455
• wikiData: Q105265010