CID 139583901

Details

• Internal ID: 1a59d577-2038-4900-ba40-ba069d6c0de4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 4-(3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)pent-2-enal
• SMILES (Canonical): CC(C=CC=O)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)O)C)C)C
• SMILES (Isomeric): CC(C=CC=O)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)O)C)C)C
• InChI: InChI=1S/C27H42O2/c1-18(8-7-17-28)19-11-15-27(6)21-9-10-22-24(2,3)23(29)13-14-25(22,4)20(21)12-16-26(19,27)5/h7-8,17-19,22-23,29H,9-16H2,1-6H3
• InChI Key: FFAHKEMMBZQSGI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₂O₂
• Molecular Weight: 398.60 g/mol
• Exact Mass: 398.318480578 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 6.49
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5975	59.75%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7667	76.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8258	82.58%
OATP1B3 inhibitior	+	0.9664	96.64%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.7750	77.50%
BSEP inhibitior	+	0.9237	92.37%
P-glycoprotein inhibitior	-	0.5472	54.72%
P-glycoprotein substrate	-	0.7988	79.88%
CYP3A4 substrate	+	0.6343	63.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8721	87.21%
CYP3A4 inhibition	-	0.9092	90.92%
CYP2C9 inhibition	-	0.8851	88.51%
CYP2C19 inhibition	-	0.6684	66.84%
CYP2D6 inhibition	-	0.9487	94.87%
CYP1A2 inhibition	-	0.8949	89.49%
CYP2C8 inhibition	-	0.6665	66.65%
CYP inhibitory promiscuity	-	0.8262	82.62%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4935	49.35%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.9671	96.71%
Skin irritation	+	0.6905	69.05%
Skin corrosion	-	0.9664	96.64%
Ames mutagenesis	-	0.5470	54.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7219	72.19%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6290	62.90%
skin sensitisation	+	0.5166	51.66%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.5775	57.75%
Acute Oral Toxicity (c)	III	0.8213	82.13%
Estrogen receptor binding	+	0.7411	74.11%
Androgen receptor binding	+	0.7272	72.72%
Thyroid receptor binding	+	0.7581	75.81%
Glucocorticoid receptor binding	+	0.8124	81.24%
Aromatase binding	+	0.6789	67.89%
PPAR gamma	+	0.6942	69.42%
Honey bee toxicity	-	0.7616	76.16%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9890	98.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.62%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.36%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.04%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.47%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.98%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	85.94%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.83%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.15%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.90%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.75%	100.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.91%	85.31%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.48%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583901
• LOTUS: LTS0194717
• wikiData: Q75069017