2-[(3S,10S,13R,17R)-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]-6-methyl-5-methylideneheptanal

Details

• Internal ID: e1050345-26fd-4615-8273-91ef9212b2eb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-[(3S,10S,13R,17R)-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]-6-methyl-5-methylideneheptanal
• SMILES (Canonical): CC(C)C(=C)CCC(C=O)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)O)C)C)C
• SMILES (Isomeric): CC(C)C(=C)CCC(C=O)[C@H]1CCC2([C@@]1(CCC3=C2CCC4[C@@]3(CC[C@@H](C4(C)C)O)C)C)C
• InChI: InChI=1S/C31H50O2/c1-20(2)21(3)9-10-22(19-32)23-13-17-31(8)25-11-12-26-28(4,5)27(33)15-16-29(26,6)24(25)14-18-30(23,31)7/h19-20,22-23,26-27,33H,3,9-18H2,1-2,4-8H3/t22?,23-,26?,27+,29-,30-,31?/m1/s1
• InChI Key: PEYIALKYLJOEBP-YBNBGJOFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₀O₂
• Molecular Weight: 454.70 g/mol
• Exact Mass: 454.381080833 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 7.90
• Atomic LogP (AlogP): 7.90
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 6

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	+	0.6742	67.42%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7140	71.40%
OATP2B1 inhibitior	-	0.7164	71.64%
OATP1B1 inhibitior	+	0.8577	85.77%
OATP1B3 inhibitior	+	0.8829	88.29%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.9427	94.27%
P-glycoprotein inhibitior	-	0.4812	48.12%
P-glycoprotein substrate	-	0.6960	69.60%
CYP3A4 substrate	+	0.6459	64.59%
CYP2C9 substrate	-	0.8285	82.85%
CYP2D6 substrate	-	0.7704	77.04%
CYP3A4 inhibition	-	0.8549	85.49%
CYP2C9 inhibition	-	0.8814	88.14%
CYP2C19 inhibition	-	0.6937	69.37%
CYP2D6 inhibition	-	0.9521	95.21%
CYP1A2 inhibition	-	0.9233	92.33%
CYP2C8 inhibition	-	0.5894	58.94%
CYP inhibitory promiscuity	-	0.7382	73.82%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5937	59.37%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9402	94.02%
Skin irritation	+	0.6105	61.05%
Skin corrosion	-	0.9568	95.68%
Ames mutagenesis	-	0.6837	68.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4108	41.08%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5968	59.68%
skin sensitisation	+	0.4801	48.01%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6019	60.19%
Acute Oral Toxicity (c)	III	0.8344	83.44%
Estrogen receptor binding	+	0.7703	77.03%
Androgen receptor binding	+	0.7606	76.06%
Thyroid receptor binding	+	0.7297	72.97%
Glucocorticoid receptor binding	+	0.8380	83.80%
Aromatase binding	+	0.6447	64.47%
PPAR gamma	+	0.6372	63.72%
Honey bee toxicity	-	0.7278	72.78%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9951	99.51%

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	96.61%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.38%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.76%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	90.35%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.07%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.76%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.04%	97.09%
CHEMBL240	Q12809	HERG	85.65%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.57%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.38%	94.45%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	84.09%	98.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.57%	93.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.45%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	83.14%	95.93%
CHEMBL1871	P10275	Androgen Receptor	82.95%	96.43%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.72%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.19%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.76%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.47%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.27%	95.89%

Plants that contains it

• Euphorbia ebracteolata

Cross-Links

• PubChem: 5316991
• NPASS: NPC73629