[(3R,4S,5R,6S)-6-[2-[(3S,3aS,5R,7aS)-3-acetyl-3a-hydroxy-7a-methyl-2,3,4,5,6,7-hexahydro-1H-inden-5-yl]propan-2-yloxy]-4,5-diacetyloxyoxan-3-yl] acetate

Details

• Internal ID: 08cf21f7-45c5-4600-98b5-6bac2e5d5ff6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(3R,4S,5R,6S)-6-[2-[(3S,3aS,5R,7aS)-3-acetyl-3a-hydroxy-7a-methyl-2,3,4,5,6,7-hexahydro-1H-inden-5-yl]propan-2-yloxy]-4,5-diacetyloxyoxan-3-yl] acetate
• SMILES (Canonical): CC(=O)C1CCC2(C1(CC(CC2)C(C)(C)OC3C(C(C(CO3)OC(=O)C)OC(=O)C)OC(=O)C)O)C
• SMILES (Isomeric): CC(=O)[C@H]1CC[C@]2([C@@]1(C[C@@H](CC2)C(C)(C)O[C@H]3[C@@H]([C@H]([C@@H](CO3)OC(=O)C)OC(=O)C)OC(=O)C)O)C
• InChI: InChI=1S/C26H40O10/c1-14(27)19-9-11-25(7)10-8-18(12-26(19,25)31)24(5,6)36-23-22(35-17(4)30)21(34-16(3)29)20(13-32-23)33-15(2)28/h18-23,31H,8-13H2,1-7H3/t18-,19-,20-,21+,22-,23+,25+,26+/m1/s1
• InChI Key: DUOPFVPGSBUGGE-AIUFNOAXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₀O₁₀
• Molecular Weight: 512.60 g/mol
• Exact Mass: 512.26214747 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9536	95.36%
Caco-2	-	0.7340	73.40%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8341	83.41%
OATP2B1 inhibitior	-	0.7145	71.45%
OATP1B1 inhibitior	+	0.8850	88.50%
OATP1B3 inhibitior	+	0.9239	92.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6364	63.64%
BSEP inhibitior	+	0.7934	79.34%
P-glycoprotein inhibitior	+	0.7503	75.03%
P-glycoprotein substrate	-	0.6860	68.60%
CYP3A4 substrate	+	0.7117	71.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8872	88.72%
CYP3A4 inhibition	-	0.8245	82.45%
CYP2C9 inhibition	-	0.7918	79.18%
CYP2C19 inhibition	-	0.8169	81.69%
CYP2D6 inhibition	-	0.9696	96.96%
CYP1A2 inhibition	-	0.7551	75.51%
CYP2C8 inhibition	-	0.5892	58.92%
CYP inhibitory promiscuity	-	0.9813	98.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6832	68.32%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9042	90.42%
Skin irritation	-	0.5959	59.59%
Skin corrosion	-	0.9279	92.79%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6091	60.91%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.9196	91.96%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5387	53.87%
Acute Oral Toxicity (c)	III	0.3738	37.38%
Estrogen receptor binding	+	0.6986	69.86%
Androgen receptor binding	+	0.6319	63.19%
Thyroid receptor binding	-	0.5141	51.41%
Glucocorticoid receptor binding	+	0.6443	64.43%
Aromatase binding	+	0.6764	67.64%
PPAR gamma	+	0.6485	64.85%
Honey bee toxicity	-	0.6867	68.67%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9508	95.08%

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	98.31%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.58%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.88%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.22%	96.09%
CHEMBL3922	P50579	Methionine aminopeptidase 2	89.13%	97.28%
CHEMBL5255	O00206	Toll-like receptor 4	87.95%	92.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	87.40%	100.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.36%	95.17%
CHEMBL340	P08684	Cytochrome P450 3A4	86.73%	91.19%
CHEMBL204	P00734	Thrombin	86.43%	96.01%
CHEMBL1937	Q92769	Histone deacetylase 2	85.92%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.82%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.49%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.37%	89.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.26%	91.03%
CHEMBL259	P32245	Melanocortin receptor 4	84.13%	95.38%
CHEMBL2581	P07339	Cathepsin D	83.89%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.64%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.46%	94.33%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.31%	94.42%
CHEMBL5028	O14672	ADAM10	81.54%	97.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.48%	92.94%
CHEMBL1871	P10275	Androgen Receptor	81.33%	96.43%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.82%	96.77%

Plants that contains it

• Iphiona scabra

Cross-Links

• PubChem: 162816906
• LOTUS: LTS0092909
• wikiData: Q104989353