[(3R,3aS,4S,8R,8aS)-3,8-dihydroxy-6,8a-dimethyl-1-oxo-3-propan-2-yl-3a,4,5,8-tetrahydro-2H-azulen-4-yl] 4-hydroxy-3-methoxybenzoate

Details

• Internal ID: 325416a7-7845-4081-bf80-0c130adf3e17
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(3R,3aS,4S,8R,8aS)-3,8-dihydroxy-6,8a-dimethyl-1-oxo-3-propan-2-yl-3a,4,5,8-tetrahydro-2H-azulen-4-yl] 4-hydroxy-3-methoxybenzoate
• InChI: InChI=1S/C23H30O7/c1-12(2)23(28)11-19(26)22(4)18(25)9-13(3)8-17(20(22)23)30-21(27)14-6-7-15(24)16(10-14)29-5/h6-7,9-10,12,17-18,20,24-25,28H,8,11H2,1-5H3/t17-,18+,20+,22-,23+/m0/s1
• InChI Key: OBKNOQAROVHENZ-NIXOPGGZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₀O₇
• Molecular Weight: 418.50 g/mol
• Exact Mass: 418.19915329 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	-	0.5780	57.80%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6618	66.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8955	89.55%
OATP1B3 inhibitior	+	0.8779	87.79%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7330	73.30%
P-glycoprotein inhibitior	-	0.5658	56.58%
P-glycoprotein substrate	+	0.5643	56.43%
CYP3A4 substrate	+	0.6562	65.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8387	83.87%
CYP3A4 inhibition	-	0.7305	73.05%
CYP2C9 inhibition	+	0.5785	57.85%
CYP2C19 inhibition	+	0.6364	63.64%
CYP2D6 inhibition	-	0.8924	89.24%
CYP1A2 inhibition	+	0.6862	68.62%
CYP2C8 inhibition	+	0.5483	54.83%
CYP inhibitory promiscuity	-	0.8840	88.40%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5736	57.36%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8620	86.20%
Skin irritation	-	0.6189	61.89%
Skin corrosion	-	0.9378	93.78%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4398	43.98%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	-	0.7235	72.35%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5822	58.22%
Acute Oral Toxicity (c)	II	0.3253	32.53%
Estrogen receptor binding	+	0.6273	62.73%
Androgen receptor binding	+	0.5985	59.85%
Thyroid receptor binding	+	0.6157	61.57%
Glucocorticoid receptor binding	+	0.6915	69.15%
Aromatase binding	+	0.6785	67.85%
PPAR gamma	+	0.5327	53.27%
Honey bee toxicity	-	0.8783	87.83%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7066	70.66%
Fish aquatic toxicity	+	0.9959	99.59%

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	98.11%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.46%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.81%	98.95%
CHEMBL4208	P20618	Proteasome component C5	93.54%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.71%	86.33%
CHEMBL2535	P11166	Glucose transporter	91.40%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.78%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.34%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.69%	93.03%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.13%	96.95%
CHEMBL221	P23219	Cyclooxygenase-1	87.31%	90.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.29%	93.99%
CHEMBL340	P08684	Cytochrome P450 3A4	87.18%	91.19%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.07%	97.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.98%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.79%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.61%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.36%	92.94%
CHEMBL1255126	O15151	Protein Mdm4	85.10%	90.20%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.60%	99.15%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.32%	89.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.35%	85.14%
CHEMBL1907	P15144	Aminopeptidase N	83.14%	93.31%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.34%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.29%	92.62%

Plants that contains it

• Ferula kuhistanica

Cross-Links

• PubChem: 12041553
• LOTUS: LTS0099856
• wikiData: Q105189043