[(1R,3aS,4R,5R,8aR)-1,4-diacetyloxy-1,4-dimethyl-7-propan-2-yl-2,3,3a,5,6,8a-hexahydroazulen-5-yl] acetate

Details

• Internal ID: 63c04ce7-3a78-43bb-892b-6bf8d165aab0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: [(1R,3aS,4R,5R,8aR)-1,4-diacetyloxy-1,4-dimethyl-7-propan-2-yl-2,3,3a,5,6,8a-hexahydroazulen-5-yl] acetate
• InChI: InChI=1S/C21H32O6/c1-12(2)16-10-18-17(8-9-20(18,6)26-14(4)23)21(7,27-15(5)24)19(11-16)25-13(3)22/h10,12,17-19H,8-9,11H2,1-7H3/t17-,18+,19+,20+,21+/m0/s1
• InChI Key: TXWXXLMELMJFKI-SRHPJPHMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₆
• Molecular Weight: 380.50 g/mol
• Exact Mass: 380.21988874 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.57
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9899	98.99%
Caco-2	+	0.7242	72.42%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7103	71.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8841	88.41%
OATP1B3 inhibitior	+	0.9047	90.47%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4504	45.04%
P-glycoprotein inhibitior	+	0.6826	68.26%
P-glycoprotein substrate	-	0.8000	80.00%
CYP3A4 substrate	+	0.6504	65.04%
CYP2C9 substrate	+	0.5963	59.63%
CYP2D6 substrate	-	0.8518	85.18%
CYP3A4 inhibition	-	0.8404	84.04%
CYP2C9 inhibition	-	0.8018	80.18%
CYP2C19 inhibition	-	0.8285	82.85%
CYP2D6 inhibition	-	0.9372	93.72%
CYP1A2 inhibition	-	0.7689	76.89%
CYP2C8 inhibition	-	0.6726	67.26%
CYP inhibitory promiscuity	-	0.9479	94.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5820	58.20%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.8890	88.90%
Skin irritation	+	0.5246	52.46%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3648	36.48%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6054	60.54%
skin sensitisation	+	0.4845	48.45%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7138	71.38%
Acute Oral Toxicity (c)	III	0.5828	58.28%
Estrogen receptor binding	+	0.8169	81.69%
Androgen receptor binding	+	0.5223	52.23%
Thyroid receptor binding	+	0.6978	69.78%
Glucocorticoid receptor binding	+	0.7575	75.75%
Aromatase binding	+	0.5590	55.90%
PPAR gamma	+	0.6381	63.81%
Honey bee toxicity	-	0.7801	78.01%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5250	52.50%
Fish aquatic toxicity	+	0.9863	98.63%

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	99.00%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.07%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.16%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.11%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.88%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	90.66%	91.19%
CHEMBL2581	P07339	Cathepsin D	85.76%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.15%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.71%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.09%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.23%	100.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.98%	94.08%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.66%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.31%	100.00%

Plants that contains it

• Ligularia nelumbifolia

Cross-Links

• PubChem: 101715621
• LOTUS: LTS0190364
• wikiData: Q105267090