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

Details

• Internal ID: cfa300d3-9dd1-4453-95b9-470ff6fe328e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: (2Z)-2-[(2S,3R,4S)-4-hydroxy-3-[(3E,5R,7E)-12-hydroxy-4,8,12-trimethyl-11-oxo-5-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytrideca-3,7-dienyl]-3,4-dimethyl-2-[3-[(2S,3S,4R,5R,6S)-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(=O)C(C)(C)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)/CCC(=O)C(C)(C)O
• InChI: InChI=1S/C42H70O16/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/h10,12,20,27-30,32-39,44-45,47-54H,8-9,11,13-19,21-22H2,1-7H3/b23-12+,24-10+,26-25-/t27-,28+,29-,30-,32-,33-,34+,35+,36-,37-,38-,39-,41+,42-/m0/s1
• InChI Key: MULHNQJKMHOLAZ-SBSWRKPRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₀O₁₆
• Molecular Weight: 831.00 g/mol
• Exact Mass: 830.46638614 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.63
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5172	51.72%
Caco-2	-	0.8721	87.21%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8862	88.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8411	84.11%
OATP1B3 inhibitior	-	0.2621	26.21%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5526	55.26%
BSEP inhibitior	+	0.9582	95.82%
P-glycoprotein inhibitior	+	0.7522	75.22%
P-glycoprotein substrate	+	0.5823	58.23%
CYP3A4 substrate	+	0.7393	73.93%
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	+	0.7149	71.49%
CYP inhibitory promiscuity	-	0.9755	97.55%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6769	67.69%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9100	91.00%
Skin irritation	-	0.6637	66.37%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8009	80.09%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8796	87.96%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8022	80.22%
Acute Oral Toxicity (c)	III	0.7188	71.88%
Estrogen receptor binding	+	0.8195	81.95%
Androgen receptor binding	+	0.7146	71.46%
Thyroid receptor binding	-	0.5164	51.64%
Glucocorticoid receptor binding	+	0.7287	72.87%
Aromatase binding	+	0.6546	65.46%
PPAR gamma	+	0.7716	77.16%
Honey bee toxicity	-	0.6594	65.94%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
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	98.71%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.78%	96.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	94.19%	89.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.37%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.57%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.06%	97.25%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.57%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.17%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.41%	99.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.53%	96.90%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.50%	95.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.47%	98.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.46%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.63%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.33%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.65%	95.56%
CHEMBL4581	P52732	Kinesin-like protein 1	84.81%	93.18%
CHEMBL2996	Q05655	Protein kinase C delta	83.82%	97.79%
CHEMBL1977	P11473	Vitamin D receptor	83.00%	99.43%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	82.82%	95.00%
CHEMBL233	P35372	Mu opioid receptor	82.42%	97.93%
CHEMBL3401	O75469	Pregnane X receptor	81.09%	94.73%
CHEMBL5255	O00206	Toll-like receptor 4	80.95%	92.50%

Plants that contains it

• Iris spuria

Cross-Links

• PubChem: 162929509
• LOTUS: LTS0131150
• wikiData: Q105172514