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

Details

• Internal ID: 39274504-2dad-458e-b3cb-46387d124281
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: (2Z)-2-[(2R,3S,4S)-3-[(3E,5R,7E,11S)-11,12-dihydroxy-4,8,12-trimethyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytrideca-3,7-dienyl]-4-hydroxy-3,4-dimethyl-2-[3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl]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(C(C)(C)O)O
• SMILES (Isomeric): C/C(=C\C[C@H](/C(=C/CC[C@]1([C@@H](/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)/CC[C@@H](C(C)(C)O)O
• InChI: InChI=1S/C42H72O16/c1-23(13-15-31(46)40(4,5)53)12-14-28(56-39-37(52)35(50)33(48)30(22-45)58-39)24(2)10-8-17-41(6)27(26(25(3)20-43)16-18-42(41,7)54)11-9-19-55-38-36(51)34(49)32(47)29(21-44)57-38/h10,12,20,27-39,44-54H,8-9,11,13-19,21-22H2,1-7H3/b23-12+,24-10+,26-25-/t27-,28-,29-,30-,31+,32-,33-,34+,35+,36-,37-,38-,39-,41+,42+/m1/s1
• InChI Key: NYKQVYVPSFZYIO-DAUKJIPKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₂O₁₆
• Molecular Weight: 833.00 g/mol
• Exact Mass: 832.48203620 g/mol
• Topological Polar Surface Area (TPSA): 277.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.43
• H-Bond Acceptor: 16
• H-Bond Donor: 11
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4797	47.97%
Caco-2	-	0.8768	87.68%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8782	87.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8468	84.68%
OATP1B3 inhibitior	-	0.3127	31.27%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.9513	95.13%
P-glycoprotein inhibitior	+	0.7434	74.34%
P-glycoprotein substrate	+	0.6241	62.41%
CYP3A4 substrate	+	0.7434	74.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8743	87.43%
CYP3A4 inhibition	-	0.9412	94.12%
CYP2C9 inhibition	-	0.8544	85.44%
CYP2C19 inhibition	-	0.8818	88.18%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.9104	91.04%
CYP2C8 inhibition	+	0.6953	69.53%
CYP inhibitory promiscuity	-	0.9669	96.69%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6797	67.97%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9104	91.04%
Skin irritation	-	0.6796	67.96%
Skin corrosion	-	0.9580	95.80%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8171	81.71%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8653	86.53%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7667	76.67%
Acute Oral Toxicity (c)	III	0.7072	70.72%
Estrogen receptor binding	+	0.8153	81.53%
Androgen receptor binding	+	0.7055	70.55%
Thyroid receptor binding	-	0.5084	50.84%
Glucocorticoid receptor binding	+	0.6864	68.64%
Aromatase binding	+	0.6215	62.15%
PPAR gamma	+	0.7605	76.05%
Honey bee toxicity	-	0.6640	66.40%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9227	92.27%

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	98.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.51%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.45%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.82%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.71%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	89.74%	97.79%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	89.61%	96.90%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.44%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.30%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.85%	100.00%
CHEMBL4581	P52732	Kinesin-like protein 1	88.56%	93.18%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.23%	95.50%
CHEMBL233	P35372	Mu opioid receptor	88.19%	97.93%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.39%	98.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.02%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.98%	92.86%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.22%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.15%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.14%	89.00%
CHEMBL1977	P11473	Vitamin D receptor	84.86%	99.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.42%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.78%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.35%	92.88%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.80%	100.00%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.31%	97.50%
CHEMBL4588	P22894	Matrix metalloproteinase 8	80.81%	94.66%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.55%	93.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.16%	94.62%

Plants that contains it

• Iris spuria

Cross-Links

• PubChem: 162955038
• LOTUS: LTS0236742
• wikiData: Q105187547