[(1S,2R,4aR,7R,8aS)-1-acetyloxy-1,4a-dimethyl-6-oxo-7-propan-2-yl-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl] (2S,3S)-2,3-dimethyloxirane-2-carboxylate

Details

• Internal ID: 1b41cc16-0b1c-47ac-8240-425ce9141d65
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: [(1S,2R,4aR,7R,8aS)-1-acetyloxy-1,4a-dimethyl-6-oxo-7-propan-2-yl-3,4,5,7,8,8a-hexahydro-2H-naphthalen-2-yl] (2S,3S)-2,3-dimethyloxirane-2-carboxylate
• SMILES (Canonical): CC1C(O1)(C)C(=O)OC2CCC3(CC(=O)C(CC3C2(C)OC(=O)C)C(C)C)C
• SMILES (Isomeric): C[C@H]1[C@@](O1)(C)C(=O)O[C@@H]2CC[C@@]3(CC(=O)[C@H](C[C@@H]3[C@]2(C)OC(=O)C)C(C)C)C
• InChI: InChI=1S/C22H34O6/c1-12(2)15-10-17-20(5,11-16(15)24)9-8-18(22(17,7)28-14(4)23)26-19(25)21(6)13(3)27-21/h12-13,15,17-18H,8-11H2,1-7H3/t13-,15+,17-,18+,20+,21-,22-/m0/s1
• InChI Key: SNYXMGHWVYASLV-PQGPKVBOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₆
• Molecular Weight: 394.50 g/mol
• Exact Mass: 394.23553880 g/mol
• Topological Polar Surface Area (TPSA): 82.20 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.45
• 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	+	0.9769	97.69%
Caco-2	+	0.5949	59.49%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7051	70.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9004	90.04%
OATP1B3 inhibitior	+	0.9772	97.72%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6543	65.43%
P-glycoprotein inhibitior	+	0.6060	60.60%
P-glycoprotein substrate	-	0.5637	56.37%
CYP3A4 substrate	+	0.6697	66.97%
CYP2C9 substrate	-	0.6108	61.08%
CYP2D6 substrate	-	0.8494	84.94%
CYP3A4 inhibition	-	0.7514	75.14%
CYP2C9 inhibition	-	0.7919	79.19%
CYP2C19 inhibition	-	0.7577	75.77%
CYP2D6 inhibition	-	0.9639	96.39%
CYP1A2 inhibition	-	0.6766	67.66%
CYP2C8 inhibition	-	0.7676	76.76%
CYP inhibitory promiscuity	-	0.9707	97.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6694	66.94%
Eye corrosion	-	0.9800	98.00%
Eye irritation	-	0.9089	90.89%
Skin irritation	-	0.6148	61.48%
Skin corrosion	-	0.8963	89.63%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4649	46.49%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.6278	62.78%
skin sensitisation	-	0.7634	76.34%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6713	67.13%
Acute Oral Toxicity (c)	III	0.5254	52.54%
Estrogen receptor binding	+	0.8340	83.40%
Androgen receptor binding	+	0.6387	63.87%
Thyroid receptor binding	+	0.5987	59.87%
Glucocorticoid receptor binding	+	0.5717	57.17%
Aromatase binding	+	0.5337	53.37%
PPAR gamma	+	0.6464	64.64%
Honey bee toxicity	-	0.7424	74.24%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9846	98.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.15%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	96.64%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.74%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.78%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.32%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.67%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.47%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.90%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.99%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	88.90%	91.19%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.88%	93.04%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.44%	96.77%
CHEMBL299	P17252	Protein kinase C alpha	88.15%	98.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.42%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.71%	99.23%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.50%	89.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.29%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.03%	90.08%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.11%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.35%	95.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.92%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.90%	100.00%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	80.61%	88.42%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.59%	98.33%
CHEMBL237	P41145	Kappa opioid receptor	80.55%	98.10%

Plants that contains it

• Tessaria fastigiata

Cross-Links

• PubChem: 162950348
• LOTUS: LTS0104260
• wikiData: Q105256770