(2E)-2-[(4S)-4-hydroxy-3,4-dimethyl-2-[3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl]-3-[(3E,7E)-4,8,12-trimethyl-11-oxo-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-12-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytrideca-3,7-dienyl]cyclohexylidene]propanal

Details

• Internal ID: 2e670a9e-684b-46b8-a858-88920d158039
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: (2E)-2-[(4S)-4-hydroxy-3,4-dimethyl-2-[3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl]-3-[(3E,7E)-4,8,12-trimethyl-11-oxo-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-12-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytrideca-3,7-dienyl]cyclohexylidene]propanal
• SMILES (Canonical): CC(=CCC(C(=CCCC1(C(C(=C(C)C=O)CCC1(C)O)CCCOC2C(C(C(C(O2)CO)O)O)O)C)C)OC3C(C(C(C(O3)CO)O)O)O)CCC(=O)C(C)(C)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): C/C(=C\CC(/C(=C/CCC1(C(/C(=C(\C)/C=O)/CC[C@]1(C)O)CCCO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C)/C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)/CCC(=O)C(C)(C)O[C@@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C48H80O21/c1-24(13-15-33(53)46(4,5)69-45-42(62)39(59)36(56)32(23-52)68-45)12-14-29(65-44-41(61)38(58)35(55)31(22-51)67-44)25(2)10-8-17-47(6)28(27(26(3)20-49)16-18-48(47,7)63)11-9-19-64-43-40(60)37(57)34(54)30(21-50)66-43/h10,12,20,28-32,34-45,50-52,54-63H,8-9,11,13-19,21-23H2,1-7H3/b24-12+,25-10+,27-26+/t28?,29?,30-,31-,32-,34-,35-,36-,37+,38+,39+,40-,41-,42-,43-,44-,45-,47?,48+/m1/s1
• InChI Key: MGWUDCIAPNZCGE-DSQGBWPCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₈₀O₂₁
• Molecular Weight: 993.10 g/mol
• Exact Mass: 992.51920956 g/mol
• Topological Polar Surface Area (TPSA): 353.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.54
• H-Bond Acceptor: 21
• H-Bond Donor: 13
• Rotatable Bonds: 23

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5172	51.72%
Caco-2	-	0.8709	87.09%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8862	88.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8424	84.24%
OATP1B3 inhibitior	-	0.2621	26.21%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5526	55.26%
BSEP inhibitior	+	0.9528	95.28%
P-glycoprotein inhibitior	+	0.7505	75.05%
P-glycoprotein substrate	+	0.6223	62.23%
CYP3A4 substrate	+	0.7422	74.22%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8873	88.73%
CYP3A4 inhibition	-	0.8618	86.18%
CYP2C9 inhibition	-	0.8438	84.38%
CYP2C19 inhibition	-	0.8957	89.57%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.9145	91.45%
CYP2C8 inhibition	+	0.7214	72.14%
CYP inhibitory promiscuity	-	0.9755	97.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6769	67.69%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9027	90.27%
Skin irritation	-	0.6637	66.37%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8147	81.47%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8796	87.96%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8046	80.46%
Acute Oral Toxicity (c)	III	0.7188	71.88%
Estrogen receptor binding	+	0.8130	81.30%
Androgen receptor binding	+	0.7494	74.94%
Thyroid receptor binding	+	0.5746	57.46%
Glucocorticoid receptor binding	+	0.7866	78.66%
Aromatase binding	+	0.6342	63.42%
PPAR gamma	+	0.8154	81.54%
Honey bee toxicity	-	0.6536	65.36%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9459	94.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.66%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.99%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.16%	94.45%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	93.10%	89.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.52%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.98%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.81%	91.24%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.92%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.08%	97.09%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.71%	96.90%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.46%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.01%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.92%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.38%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.60%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.68%	89.00%
CHEMBL4581	P52732	Kinesin-like protein 1	83.35%	93.18%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.17%	97.28%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	82.95%	95.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.79%	92.50%

Plants that contains it

• Iris spuria

Cross-Links

• PubChem: 11968622
• NPASS: NPC144506