[(2R,3R,4S,5S,6R)-2-[[(1R,4R,6R,10R,12R)-4,12-dimethyl-9-methylidene-5-oxatricyclo[8.2.0.04,6]dodecan-12-yl]methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 6653a75e-8889-4e9a-996f-3129163b6143
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(2R,3R,4S,5S,6R)-2-[[(1R,4R,6R,10R,12R)-4,12-dimethyl-9-methylidene-5-oxatricyclo[8.2.0.04,6]dodecan-12-yl]methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C(C(OC1OCC2(CC3C2CCC4(C(O4)CCC3=C)C)C)CO)O)O
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1OC[C@@]2(C[C@@H]3[C@H]2CC[C@@]4([C@H](O4)CCC3=C)C)C)CO)O)O
• InChI: InChI=1S/C26H40O8/c1-6-14(2)23(30)33-22-21(29)20(28)18(12-27)32-24(22)31-13-25(4)11-16-15(3)7-8-19-26(5,34-19)10-9-17(16)25/h6,16-22,24,27-29H,3,7-13H2,1-2,4-5H3/b14-6-/t16-,17+,18+,19+,20+,21-,22+,24+,25-,26+/m0/s1
• InChI Key: BDNPVGBJICFENN-NBHUHXEPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₀O₈
• Molecular Weight: 480.60 g/mol
• Exact Mass: 480.27231823 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.25
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6177	61.77%
Caco-2	-	0.8210	82.10%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7697	76.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8269	82.69%
OATP1B3 inhibitior	+	0.8666	86.66%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.5276	52.76%
BSEP inhibitior	-	0.4547	45.47%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6892	68.92%
CYP3A4 substrate	+	0.7076	70.76%
CYP2C9 substrate	-	0.8066	80.66%
CYP2D6 substrate	-	0.8797	87.97%
CYP3A4 inhibition	-	0.8942	89.42%
CYP2C9 inhibition	-	0.8059	80.59%
CYP2C19 inhibition	-	0.8069	80.69%
CYP2D6 inhibition	-	0.9291	92.91%
CYP1A2 inhibition	-	0.7726	77.26%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9567	95.67%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6536	65.36%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9433	94.33%
Skin irritation	-	0.6531	65.31%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.7740	77.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.5722	57.22%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6566	65.66%
skin sensitisation	-	0.8588	85.88%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8513	85.13%
Acute Oral Toxicity (c)	III	0.5768	57.68%
Estrogen receptor binding	+	0.6972	69.72%
Androgen receptor binding	+	0.6480	64.80%
Thyroid receptor binding	-	0.5259	52.59%
Glucocorticoid receptor binding	+	0.6808	68.08%
Aromatase binding	+	0.7183	71.83%
PPAR gamma	+	0.5497	54.97%
Honey bee toxicity	-	0.7369	73.69%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6655	66.55%
Fish aquatic toxicity	+	0.9453	94.53%

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	98.22%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.94%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.73%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	93.45%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.40%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.89%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	90.72%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.20%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.73%	91.24%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.65%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	88.21%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.03%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.81%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.36%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.71%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.10%	93.00%
CHEMBL2581	P07339	Cathepsin D	82.65%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	82.63%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.18%	96.61%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.01%	100.00%
CHEMBL5028	O14672	ADAM10	80.00%	97.50%

Plants that contains it

• Osteospermum rigidum

Cross-Links

• PubChem: 163030908
• LOTUS: LTS0222908
• wikiData: Q104924469