[2-[(3R,3aS,4S,5R,8R,8aR)-3,4,8-trihydroxy-3,8-dimethyl-1,2,3a,4,5,6,7,8a-octahydroazulen-5-yl]-3-acetyloxy-2-hydroxypropyl] acetate

Details

• Internal ID: 8ccf50cf-aeb2-4221-b081-62a213e5f4e2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: [2-[(3R,3aS,4S,5R,8R,8aR)-3,4,8-trihydroxy-3,8-dimethyl-1,2,3a,4,5,6,7,8a-octahydroazulen-5-yl]-3-acetyloxy-2-hydroxypropyl] acetate
• InChI: InChI=1S/C19H32O8/c1-11(20)26-9-19(25,10-27-12(2)21)14-6-7-17(3,23)13-5-8-18(4,24)15(13)16(14)22/h13-16,22-25H,5-10H2,1-4H3/t13-,14-,15+,16+,17-,18-/m1/s1
• InChI Key: LEHCVXSBPMHNNP-GVLSGGHMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₂O₈
• Molecular Weight: 388.50 g/mol
• Exact Mass: 388.20971797 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.14
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8673	86.73%
Caco-2	-	0.5923	59.23%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7130	71.30%
OATP2B1 inhibitior	-	0.8623	86.23%
OATP1B1 inhibitior	+	0.9230	92.30%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7246	72.46%
P-glycoprotein inhibitior	-	0.7008	70.08%
P-glycoprotein substrate	-	0.8426	84.26%
CYP3A4 substrate	+	0.6620	66.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8411	84.11%
CYP3A4 inhibition	-	0.9169	91.69%
CYP2C9 inhibition	-	0.7988	79.88%
CYP2C19 inhibition	-	0.7893	78.93%
CYP2D6 inhibition	-	0.9644	96.44%
CYP1A2 inhibition	-	0.8361	83.61%
CYP2C8 inhibition	-	0.7290	72.90%
CYP inhibitory promiscuity	-	0.9825	98.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6998	69.98%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8475	84.75%
Skin irritation	-	0.6305	63.05%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5726	57.26%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5264	52.64%
skin sensitisation	-	0.9255	92.55%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5903	59.03%
Acute Oral Toxicity (c)	III	0.4369	43.69%
Estrogen receptor binding	+	0.7670	76.70%
Androgen receptor binding	+	0.5745	57.45%
Thyroid receptor binding	-	0.5155	51.55%
Glucocorticoid receptor binding	+	0.7070	70.70%
Aromatase binding	+	0.5835	58.35%
PPAR gamma	-	0.4936	49.36%
Honey bee toxicity	-	0.8562	85.62%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9259	92.59%

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	98.89%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.27%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	91.50%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.61%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.83%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.01%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.84%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.10%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.61%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.58%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.83%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.92%	89.05%
CHEMBL226	P30542	Adenosine A1 receptor	82.46%	95.93%
CHEMBL2996	Q05655	Protein kinase C delta	80.94%	97.79%

Plants that contains it

• Magnolia grandiflora

Cross-Links

• PubChem: 101128712
• LOTUS: LTS0109234
• wikiData: Q105150564