[(2S,3R,4S,5R)-2-[2-[(2R,4aR,8S)-8-(hydroxymethyl)-4a-methyl-3,4,5,6,7,8-hexahydro-2H-naphthalen-2-yl]propan-2-yloxy]-4,5-dihydroxyoxan-3-yl] acetate

Details

• Internal ID: 2bc3b1c6-db6a-4e06-8db3-11c080b57fd6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: [(2S,3R,4S,5R)-2-[2-[(2R,4aR,8S)-8-(hydroxymethyl)-4a-methyl-3,4,5,6,7,8-hexahydro-2H-naphthalen-2-yl]propan-2-yloxy]-4,5-dihydroxyoxan-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(C(COC1OC(C)(C)C2CCC3(CCCC(C3=C2)CO)C)O)O
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@H]([C@@H](CO[C@H]1OC(C)(C)[C@@H]2CC[C@]3(CCC[C@@H](C3=C2)CO)C)O)O
• InChI: InChI=1S/C22H36O7/c1-13(24)28-19-18(26)17(25)12-27-20(19)29-21(2,3)15-7-9-22(4)8-5-6-14(11-23)16(22)10-15/h10,14-15,17-20,23,25-26H,5-9,11-12H2,1-4H3/t14-,15-,17-,18+,19-,20+,22-/m1/s1
• InChI Key: KYPZZRKVCRIVGT-XHSFXTEOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₇
• Molecular Weight: 412.50 g/mol
• Exact Mass: 412.24610348 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.93
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9103	91.03%
Caco-2	-	0.6320	63.20%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8754	87.54%
OATP2B1 inhibitior	-	0.7179	71.79%
OATP1B1 inhibitior	+	0.8770	87.70%
OATP1B3 inhibitior	-	0.3682	36.82%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.9012	90.12%
P-glycoprotein inhibitior	-	0.5996	59.96%
P-glycoprotein substrate	-	0.6771	67.71%
CYP3A4 substrate	+	0.6778	67.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8827	88.27%
CYP3A4 inhibition	-	0.8376	83.76%
CYP2C9 inhibition	-	0.8500	85.00%
CYP2C19 inhibition	-	0.8540	85.40%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.7409	74.09%
CYP2C8 inhibition	-	0.6476	64.76%
CYP inhibitory promiscuity	-	0.9579	95.79%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6599	65.99%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9518	95.18%
Skin irritation	-	0.6136	61.36%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	-	0.5024	50.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.6415	64.15%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6476	64.76%
skin sensitisation	-	0.8802	88.02%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8380	83.80%
Acute Oral Toxicity (c)	III	0.7505	75.05%
Estrogen receptor binding	+	0.7828	78.28%
Androgen receptor binding	-	0.5142	51.42%
Thyroid receptor binding	+	0.5425	54.25%
Glucocorticoid receptor binding	+	0.7785	77.85%
Aromatase binding	+	0.7089	70.89%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8373	83.73%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9585	95.85%

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	98.49%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.74%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.42%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.97%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.58%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.19%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.10%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.43%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.22%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	85.99%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.99%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.08%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	84.84%	92.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.73%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.65%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.76%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.57%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.26%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.65%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.41%	92.62%
CHEMBL5028	O14672	ADAM10	80.28%	97.50%

Plants that contains it

• Iphiona scabra

Cross-Links

• PubChem: 163188093
• LOTUS: LTS0204189
• wikiData: Q105147851