(2Z)-2-[(2R,3S,4S)-4-hydroxy-3-[2-[(2R,3R)-3-[(1R,3E)-1-hydroxy-4,8-dimethylnona-3,7-dienyl]-3-methyloxiran-2-yl]ethyl]-2-(3-hydroxypropyl)-3,4-dimethylcyclohexylidene]propanal

Details

• Internal ID: c711932c-e05a-4576-987a-5e2a1f67e022
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: (2Z)-2-[(2R,3S,4S)-4-hydroxy-3-[2-[(2R,3R)-3-[(1R,3E)-1-hydroxy-4,8-dimethylnona-3,7-dienyl]-3-methyloxiran-2-yl]ethyl]-2-(3-hydroxypropyl)-3,4-dimethylcyclohexylidene]propanal
• SMILES (Canonical): CC(=CCCC(=CCC(C1(C(O1)CCC2(C(C(=C(C)C=O)CCC2(C)O)CCCO)C)C)O)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/C[C@H]([C@@]1([C@H](O1)CC[C@]2([C@@H](/C(=C(/C)\C=O)/CC[C@]2(C)O)CCCO)C)C)O)/C)C
• InChI: InChI=1S/C30H50O5/c1-21(2)10-8-11-22(3)13-14-26(33)30(7)27(35-30)16-17-28(5)25(12-9-19-31)24(23(4)20-32)15-18-29(28,6)34/h10,13,20,25-27,31,33-34H,8-9,11-12,14-19H2,1-7H3/b22-13+,24-23-/t25-,26-,27-,28+,29+,30-/m1/s1
• InChI Key: PWIUYVBRAXUOPC-KLFPXUKVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₅
• Molecular Weight: 490.70 g/mol
• Exact Mass: 490.36582469 g/mol
• Topological Polar Surface Area (TPSA): 90.30 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 5.82
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9670	96.70%
Caco-2	-	0.6456	64.56%
Blood Brain Barrier	+	0.7135	71.35%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8129	81.29%
OATP2B1 inhibitior	-	0.7059	70.59%
OATP1B1 inhibitior	+	0.8656	86.56%
OATP1B3 inhibitior	+	0.9357	93.57%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.6326	63.26%
BSEP inhibitior	+	0.9429	94.29%
P-glycoprotein inhibitior	+	0.6976	69.76%
P-glycoprotein substrate	+	0.5556	55.56%
CYP3A4 substrate	+	0.6827	68.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8613	86.13%
CYP3A4 inhibition	-	0.6820	68.20%
CYP2C9 inhibition	-	0.7377	73.77%
CYP2C19 inhibition	-	0.7921	79.21%
CYP2D6 inhibition	-	0.9203	92.03%
CYP1A2 inhibition	-	0.8159	81.59%
CYP2C8 inhibition	+	0.5737	57.37%
CYP inhibitory promiscuity	-	0.9337	93.37%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9228	92.28%
Carcinogenicity (trinary)	Non-required	0.6418	64.18%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9378	93.78%
Skin irritation	-	0.6453	64.53%
Skin corrosion	-	0.9612	96.12%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7156	71.56%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5947	59.47%
skin sensitisation	-	0.7283	72.83%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6573	65.73%
Acute Oral Toxicity (c)	III	0.6422	64.22%
Estrogen receptor binding	+	0.8080	80.80%
Androgen receptor binding	+	0.6908	69.08%
Thyroid receptor binding	+	0.5984	59.84%
Glucocorticoid receptor binding	+	0.7121	71.21%
Aromatase binding	+	0.7456	74.56%
PPAR gamma	+	0.6872	68.72%
Honey bee toxicity	-	0.7708	77.08%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9043	90.43%

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	97.16%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.20%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.00%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.08%	98.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.80%	98.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.15%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.90%	91.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.64%	95.50%
CHEMBL5555	O00767	Acyl-CoA desaturase	87.13%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.08%	95.56%
CHEMBL299	P17252	Protein kinase C alpha	86.41%	98.03%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.45%	93.10%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.35%	96.90%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.15%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.81%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.00%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	81.95%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.04%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.87%	95.50%

Plants that contains it

• Iris tectorum

Cross-Links

• PubChem: 162902849
• LOTUS: LTS0173481
• wikiData: Q105215861