[(1R,3R,3aS,4S,8aR)-3-hydroxy-6,8a-dimethyl-1-[(Z)-2-methylbut-2-enoyl]oxy-8-oxo-3-propan-2-yl-2,3a,4,5-tetrahydro-1H-azulen-4-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 9ca7fb0d-0900-4b02-8e18-4409106460c8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1R,3R,3aS,4S,8aR)-3-hydroxy-6,8a-dimethyl-1-[(Z)-2-methylbut-2-enoyl]oxy-8-oxo-3-propan-2-yl-2,3a,4,5-tetrahydro-1H-azulen-4-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C25H36O6/c1-9-16(6)22(27)30-18-11-15(5)12-19(26)24(8)20(31-23(28)17(7)10-2)13-25(29,14(3)4)21(18)24/h9-10,12,14,18,20-21,29H,11,13H2,1-8H3/b16-9-,17-10-/t18-,20+,21+,24-,25+/m0/s1
• InChI Key: XIVKBVGJMLTCKH-XBEXEXDISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₆O₆
• Molecular Weight: 432.50 g/mol
• Exact Mass: 432.25118886 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.07
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9888	98.88%
Caco-2	+	0.5387	53.87%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6329	63.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8948	89.48%
OATP1B3 inhibitior	+	0.8875	88.75%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7979	79.79%
P-glycoprotein inhibitior	+	0.7804	78.04%
P-glycoprotein substrate	-	0.5967	59.67%
CYP3A4 substrate	+	0.6279	62.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9188	91.88%
CYP3A4 inhibition	-	0.8329	83.29%
CYP2C9 inhibition	-	0.7693	76.93%
CYP2C19 inhibition	-	0.7998	79.98%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.7125	71.25%
CYP2C8 inhibition	-	0.8675	86.75%
CYP inhibitory promiscuity	-	0.9566	95.66%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5814	58.14%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.9193	91.93%
Skin irritation	+	0.5569	55.69%
Skin corrosion	-	0.9284	92.84%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6922	69.22%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.6318	63.18%
skin sensitisation	-	0.6241	62.41%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6948	69.48%
Acute Oral Toxicity (c)	II	0.4174	41.74%
Estrogen receptor binding	+	0.7784	77.84%
Androgen receptor binding	+	0.6070	60.70%
Thyroid receptor binding	+	0.6000	60.00%
Glucocorticoid receptor binding	+	0.7184	71.84%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7302	73.02%
Honey bee toxicity	-	0.7622	76.22%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9856	98.56%

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	97.08%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.84%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.86%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.45%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.95%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	90.79%	90.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.78%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.73%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.42%	94.75%
CHEMBL340	P08684	Cytochrome P450 3A4	84.42%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.27%	93.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.10%	96.95%

Plants that contains it

• Ferula sinaica

Cross-Links

• PubChem: 14830741
• LOTUS: LTS0007711
• wikiData: Q105328766