(2E)-2-[(2R,3S,4S)-4-hydroxy-2-(3-hydroxypropyl)-3-[(3E,6E)-5-hydroxy-4,8,12-trimethyltrideca-3,6,11-trienyl]-3,4-dimethylcyclohexylidene]propanal

Details

• Internal ID: 6b9701bf-4d17-4556-9165-6f4e5b566bc0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: (2E)-2-[(2R,3S,4S)-4-hydroxy-2-(3-hydroxypropyl)-3-[(3E,6E)-5-hydroxy-4,8,12-trimethyltrideca-3,6,11-trienyl]-3,4-dimethylcyclohexylidene]propanal
• SMILES (Canonical): CC(CCC=C(C)C)C=CC(C(=CCCC1(C(C(=C(C)C=O)CCC1(C)O)CCCO)C)C)O
• SMILES (Isomeric): CC(CCC=C(C)C)/C=C/C(/C(=C/CC[C@]1([C@@H](/C(=C(\C)/C=O)/CC[C@]1(C)O)CCCO)C)/C)O
• InChI: InChI=1S/C30H50O4/c1-22(2)11-8-12-23(3)15-16-28(33)24(4)13-9-18-29(6)27(14-10-20-31)26(25(5)21-32)17-19-30(29,7)34/h11,13,15-16,21,23,27-28,31,33-34H,8-10,12,14,17-20H2,1-7H3/b16-15+,24-13+,26-25+/t23?,27-,28?,29+,30+/m1/s1
• InChI Key: BIXXDPOEXJMBRN-YIEYGMELSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₄
• Molecular Weight: 474.70 g/mol
• Exact Mass: 474.37091007 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 6.47
• H-Bond Acceptor: 4
• 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	+	0.9894	98.94%
Caco-2	-	0.6119	61.19%
Blood Brain Barrier	-	0.5365	53.65%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8657	86.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8575	85.75%
OATP1B3 inhibitior	+	0.9165	91.65%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5798	57.98%
BSEP inhibitior	+	0.9449	94.49%
P-glycoprotein inhibitior	+	0.7232	72.32%
P-glycoprotein substrate	+	0.5805	58.05%
CYP3A4 substrate	+	0.6903	69.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8699	86.99%
CYP3A4 inhibition	-	0.6522	65.22%
CYP2C9 inhibition	-	0.8332	83.32%
CYP2C19 inhibition	-	0.9187	91.87%
CYP2D6 inhibition	-	0.8940	89.40%
CYP1A2 inhibition	-	0.8872	88.72%
CYP2C8 inhibition	-	0.6086	60.86%
CYP inhibitory promiscuity	-	0.9009	90.09%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9228	92.28%
Carcinogenicity (trinary)	Non-required	0.6886	68.86%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9406	94.06%
Skin irritation	-	0.6638	66.38%
Skin corrosion	-	0.9840	98.40%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8878	88.78%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5321	53.21%
skin sensitisation	-	0.5585	55.85%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6507	65.07%
Acute Oral Toxicity (c)	III	0.7673	76.73%
Estrogen receptor binding	+	0.7916	79.16%
Androgen receptor binding	+	0.5965	59.65%
Thyroid receptor binding	+	0.6653	66.53%
Glucocorticoid receptor binding	+	0.7019	70.19%
Aromatase binding	+	0.7082	70.82%
PPAR gamma	+	0.6204	62.04%
Honey bee toxicity	-	0.7891	78.91%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8700	87.00%
Fish aquatic toxicity	+	0.9673	96.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.75%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.28%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.82%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.66%	91.11%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.96%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.65%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.56%	91.24%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.30%	98.75%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.25%	92.86%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.77%	95.56%
CHEMBL233	P35372	Mu opioid receptor	85.75%	97.93%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.85%	96.90%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.65%	93.10%
CHEMBL1937	Q92769	Histone deacetylase 2	83.73%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.40%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.94%	90.71%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.51%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.13%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.03%	96.77%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.54%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.39%	93.56%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.21%	97.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.07%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.66%	97.25%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.52%	95.50%
CHEMBL4581	P52732	Kinesin-like protein 1	80.34%	93.18%

Plants that contains it

• Iris domestica

Cross-Links

• PubChem: 101615673
• NPASS: NPC251815