[(1S,3aS,3bR,5S,6aS,7aS)-1-acetyloxy-3b-hydroxy-3,3,7a-trimethyl-4-methylidene-2,3a,5,6,6a,7-hexahydro-1H-cyclopenta[a]pentalen-5-yl] acetate

Details

• Internal ID: 1b5803d2-8191-4ab2-8a96-f217abec3548
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Triquinane sesquiterpenoids > Linear triquinanes > Capnellane and isocapnellane sesquiterpenoids
• IUPAC Name: [(1S,3aS,3bR,5S,6aS,7aS)-1-acetyloxy-3b-hydroxy-3,3,7a-trimethyl-4-methylidene-2,3a,5,6,6a,7-hexahydro-1H-cyclopenta[a]pentalen-5-yl] acetate
• InChI: InChI=1S/C19H28O5/c1-10-14(23-11(2)20)7-13-8-18(6)15(24-12(3)21)9-17(4,5)16(18)19(10,13)22/h13-16,22H,1,7-9H2,2-6H3/t13-,14+,15+,16+,18-,19-/m1/s1
• InChI Key: CLIPYJQRTQNGAM-DYIPZHMLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₅
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.19367399 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9882	98.82%
Caco-2	-	0.5980	59.80%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7887	78.87%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9268	92.68%
OATP1B3 inhibitior	-	0.3321	33.21%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8519	85.19%
P-glycoprotein inhibitior	-	0.6690	66.90%
P-glycoprotein substrate	-	0.7286	72.86%
CYP3A4 substrate	+	0.6408	64.08%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	-	0.8744	87.44%
CYP3A4 inhibition	-	0.7002	70.02%
CYP2C9 inhibition	-	0.7841	78.41%
CYP2C19 inhibition	-	0.8058	80.58%
CYP2D6 inhibition	-	0.9632	96.32%
CYP1A2 inhibition	-	0.6624	66.24%
CYP2C8 inhibition	-	0.8366	83.66%
CYP inhibitory promiscuity	-	0.9547	95.47%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5839	58.39%
Eye corrosion	-	0.9812	98.12%
Eye irritation	-	0.6715	67.15%
Skin irritation	+	0.5250	52.50%
Skin corrosion	-	0.9519	95.19%
Ames mutagenesis	-	0.6148	61.48%
Human Ether-a-go-go-Related Gene inhibition	-	0.6994	69.94%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.6256	62.56%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6778	67.78%
Acute Oral Toxicity (c)	II	0.5199	51.99%
Estrogen receptor binding	+	0.7894	78.94%
Androgen receptor binding	+	0.5614	56.14%
Thyroid receptor binding	+	0.6472	64.72%
Glucocorticoid receptor binding	+	0.6392	63.92%
Aromatase binding	+	0.6684	66.84%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7423	74.23%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6955	69.55%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.86%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	94.14%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.67%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	85.70%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.45%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.11%	85.14%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.51%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.41%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.13%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23425264
• LOTUS: LTS0188652
• wikiData: Q104963462