4-(3-hydroxy-4,4,10,14,17-pentamethyl-2,3,5,6,7,11,15,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl)pentan-2-one

Details

• Internal ID: f1577a7f-b2a7-42c8-a997-b830b27f1374
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 4-(3-hydroxy-4,4,10,14,17-pentamethyl-2,3,5,6,7,11,15,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl)pentan-2-one
• SMILES (Canonical): CC(CC(=O)C)C1(CCC2(C1=CCC3=C2CCC4C3(CCC(C4(C)C)O)C)C)C
• SMILES (Isomeric): CC(CC(=O)C)C1(CCC2(C1=CCC3=C2CCC4C3(CCC(C4(C)C)O)C)C)C
• InChI: InChI=1S/C27H42O2/c1-17(16-18(2)28)25(5)14-15-27(7)20-8-10-21-24(3,4)23(29)12-13-26(21,6)19(20)9-11-22(25)27/h11,17,21,23,29H,8-10,12-16H2,1-7H3
• InChI Key: SYTJYGBGEGWWSW-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: 5.60
• Atomic LogP (AlogP): 6.63
• 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	+	0.6489	64.89%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7532	75.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8966	89.66%
OATP1B3 inhibitior	+	0.9598	95.98%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.8069	80.69%
P-glycoprotein inhibitior	-	0.6446	64.46%
P-glycoprotein substrate	-	0.7002	70.02%
CYP3A4 substrate	+	0.6452	64.52%
CYP2C9 substrate	-	0.8495	84.95%
CYP2D6 substrate	-	0.7671	76.71%
CYP3A4 inhibition	-	0.8812	88.12%
CYP2C9 inhibition	-	0.8992	89.92%
CYP2C19 inhibition	-	0.7207	72.07%
CYP2D6 inhibition	-	0.9541	95.41%
CYP1A2 inhibition	-	0.9332	93.32%
CYP2C8 inhibition	-	0.7147	71.47%
CYP inhibitory promiscuity	-	0.7097	70.97%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5654	56.54%
Eye corrosion	-	0.9941	99.41%
Eye irritation	-	0.9164	91.64%
Skin irritation	+	0.6455	64.55%
Skin corrosion	-	0.9643	96.43%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4421	44.21%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6298	62.98%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7696	76.96%
Acute Oral Toxicity (c)	III	0.8265	82.65%
Estrogen receptor binding	+	0.5814	58.14%
Androgen receptor binding	+	0.6468	64.68%
Thyroid receptor binding	+	0.7220	72.20%
Glucocorticoid receptor binding	+	0.7605	76.05%
Aromatase binding	+	0.7233	72.33%
PPAR gamma	+	0.6538	65.38%
Honey bee toxicity	-	0.8639	86.39%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9897	98.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.79%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.68%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.14%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.63%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.19%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.06%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.90%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.44%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.19%	97.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.81%	89.05%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.54%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	80.98%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.05%	100.00%

Plants that contains it

• Abies sibirica

Cross-Links

• PubChem: 85447562
• LOTUS: LTS0246245
• wikiData: Q105263775