(6-Hydroxy-1a,6-dimethyl-3-propan-2-yl-1b,2,3,4,5,6a,7,7a-octahydroazuleno[1,2-b]oxiren-4-yl) 3-hydroxy-4-methoxybenzoate

Details

• Internal ID: 137ad859-09e5-4b77-9e2e-d8e2ba24d8d0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: (6-hydroxy-1a,6-dimethyl-3-propan-2-yl-1b,2,3,4,5,6a,7,7a-octahydroazuleno[1,2-b]oxiren-4-yl) 3-hydroxy-4-methoxybenzoate
• SMILES (Canonical): CC(C)C1CC2C(CC3C2(O3)C)C(CC1OC(=O)C4=CC(=C(C=C4)OC)O)(C)O
• SMILES (Isomeric): CC(C)C1CC2C(CC3C2(O3)C)C(CC1OC(=O)C4=CC(=C(C=C4)OC)O)(C)O
• InChI: InChI=1S/C23H32O6/c1-12(2)14-9-16-15(10-20-23(16,4)29-20)22(3,26)11-19(14)28-21(25)13-6-7-18(27-5)17(24)8-13/h6-8,12,14-16,19-20,24,26H,9-11H2,1-5H3
• InChI Key: KQVGSSBYWOYYLS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂O₆
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.21988874 g/mol
• Topological Polar Surface Area (TPSA): 88.50 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.54
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9763	97.63%
Caco-2	-	0.5485	54.85%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6078	60.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8929	89.29%
OATP1B3 inhibitior	+	0.8125	81.25%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6584	65.84%
P-glycoprotein inhibitior	-	0.6341	63.41%
P-glycoprotein substrate	+	0.5522	55.22%
CYP3A4 substrate	+	0.6678	66.78%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	-	0.7881	78.81%
CYP3A4 inhibition	-	0.5457	54.57%
CYP2C9 inhibition	-	0.7078	70.78%
CYP2C19 inhibition	-	0.6058	60.58%
CYP2D6 inhibition	-	0.8811	88.11%
CYP1A2 inhibition	+	0.6160	61.60%
CYP2C8 inhibition	+	0.6646	66.46%
CYP inhibitory promiscuity	-	0.9367	93.67%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6139	61.39%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9463	94.63%
Skin irritation	-	0.7096	70.96%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7042	70.42%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.5664	56.64%
skin sensitisation	-	0.8511	85.11%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6128	61.28%
Acute Oral Toxicity (c)	I	0.3253	32.53%
Estrogen receptor binding	+	0.8046	80.46%
Androgen receptor binding	+	0.5890	58.90%
Thyroid receptor binding	+	0.7711	77.11%
Glucocorticoid receptor binding	+	0.7481	74.81%
Aromatase binding	+	0.7725	77.25%
PPAR gamma	-	0.5944	59.44%
Honey bee toxicity	-	0.7656	76.56%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9859	98.59%

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	97.72%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.26%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.26%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	91.08%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.93%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.55%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.16%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.06%	94.00%
CHEMBL2535	P11166	Glucose transporter	88.89%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.30%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.13%	85.14%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	86.84%	90.24%
CHEMBL4208	P20618	Proteasome component C5	86.73%	90.00%
CHEMBL3194	P02766	Transthyretin	85.93%	90.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.71%	91.07%
CHEMBL2581	P07339	Cathepsin D	85.53%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.28%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.41%	97.09%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.96%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.70%	99.17%
CHEMBL4302	P08183	P-glycoprotein 1	82.14%	92.98%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.88%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	81.50%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.59%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.09%	96.95%

Plants that contains it

• Ferula kuhistanica
• Ferula nuratavica
• Ferula tenuisecta

Cross-Links

• PubChem: 162991120
• LOTUS: LTS0101878
• wikiData: Q105144826