16-Hydroxy-4,4,10,13,14-pentamethyl-17-(6-methylhept-5-en-2-yl)-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one

Details

• Internal ID: 81960f96-e216-4587-a3df-25fd56171ab7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 16-hydroxy-4,4,10,13,14-pentamethyl-17-(6-methylhept-5-en-2-yl)-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
• SMILES (Canonical): CC(CCC=C(C)C)C1C(CC2(C1(CCC3C2=CCC4C3(CCC(=O)C4(C)C)C)C)C)O
• SMILES (Isomeric): CC(CCC=C(C)C)C1C(CC2(C1(CCC3C2=CCC4C3(CCC(=O)C4(C)C)C)C)C)O
• InChI: InChI=1S/C30H48O2/c1-19(2)10-9-11-20(3)26-23(31)18-30(8)22-12-13-24-27(4,5)25(32)15-16-28(24,6)21(22)14-17-29(26,30)7/h10,12,20-21,23-24,26,31H,9,11,13-18H2,1-8H3
• InChI Key: YORJEFOAAXJWIS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₂
• Molecular Weight: 440.70 g/mol
• Exact Mass: 440.365430770 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 7.50
• Atomic LogP (AlogP): 7.51
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 21688-61-9
• (9R,10R,13S,14S,16S,17S)-16-hydroxy-4,4,10,13,14-pentamethyl-17-[(2R)-6-methylhept-5-en-2-yl]-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
• 16-hydroxylanosta-7,24-dien-3-one
• DTXSID20944290
• NSC126319
• NSC-126319

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6498	64.98%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6761	67.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8463	84.63%
OATP1B3 inhibitior	+	0.9622	96.22%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.9651	96.51%
P-glycoprotein inhibitior	+	0.5912	59.12%
P-glycoprotein substrate	-	0.7367	73.67%
CYP3A4 substrate	+	0.6471	64.71%
CYP2C9 substrate	-	0.8495	84.95%
CYP2D6 substrate	-	0.7671	76.71%
CYP3A4 inhibition	-	0.8945	89.45%
CYP2C9 inhibition	-	0.9189	91.89%
CYP2C19 inhibition	-	0.7834	78.34%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9112	91.12%
CYP2C8 inhibition	-	0.7518	75.18%
CYP inhibitory promiscuity	-	0.7080	70.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5783	57.83%
Eye corrosion	-	0.9941	99.41%
Eye irritation	-	0.9548	95.48%
Skin irritation	+	0.6930	69.30%
Skin corrosion	-	0.9641	96.41%
Ames mutagenesis	-	0.6682	66.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.4427	44.27%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6072	60.72%
skin sensitisation	+	0.5181	51.81%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6711	67.11%
Acute Oral Toxicity (c)	III	0.8740	87.40%
Estrogen receptor binding	+	0.8099	80.99%
Androgen receptor binding	+	0.7428	74.28%
Thyroid receptor binding	+	0.7863	78.63%
Glucocorticoid receptor binding	+	0.8798	87.98%
Aromatase binding	+	0.7083	70.83%
PPAR gamma	+	0.6779	67.79%
Honey bee toxicity	-	0.8295	82.95%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9874	98.74%

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	95.73%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	95.61%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.49%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.19%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.89%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.23%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.92%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.07%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.55%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.30%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	87.24%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.51%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.82%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.01%	93.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.91%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.32%	92.62%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.27%	97.50%
CHEMBL226	P30542	Adenosine A1 receptor	82.09%	95.93%
CHEMBL1914	P06276	Butyrylcholinesterase	80.44%	95.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.00%	91.07%

Plants that contains it

• Azadirachta indica
• Melia azedarach
• Melia dubia

Cross-Links

• PubChem: 277443
• LOTUS: LTS0232597
• wikiData: Q105351480