4-[2,3-dihydroxy-3-(2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)butyl]-3-methyloxan-2-one

Details

• Internal ID: 538bea7e-5006-41b1-9e13-5b6264a4cb66
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 4-[2,3-dihydroxy-3-(2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)butyl]-3-methyloxan-2-one
• SMILES (Canonical): CC1C(CCOC1=O)CC(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O
• SMILES (Isomeric): CC1C(CCOC1=O)CC(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O
• InChI: InChI=1S/C29H44O8/c1-15-16(7-10-37-25(15)34)11-24(33)28(4,35)23-6-9-29(36)18-12-20(30)19-13-21(31)22(32)14-26(19,2)17(18)5-8-27(23,29)3/h12,15-17,19,21-24,31-33,35-36H,5-11,13-14H2,1-4H3
• InChI Key: RIEJYAPWEYTGAC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₄O₈
• Molecular Weight: 520.70 g/mol
• Exact Mass: 520.30361836 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9470	94.70%
Caco-2	-	0.7126	71.26%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8773	87.73%
OATP2B1 inhibitior	-	0.5715	57.15%
OATP1B1 inhibitior	+	0.9009	90.09%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5872	58.72%
BSEP inhibitior	+	0.7130	71.30%
P-glycoprotein inhibitior	-	0.5183	51.83%
P-glycoprotein substrate	+	0.6122	61.22%
CYP3A4 substrate	+	0.6971	69.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9048	90.48%
CYP3A4 inhibition	-	0.7495	74.95%
CYP2C9 inhibition	-	0.9175	91.75%
CYP2C19 inhibition	-	0.9288	92.88%
CYP2D6 inhibition	-	0.9430	94.30%
CYP1A2 inhibition	-	0.8802	88.02%
CYP2C8 inhibition	+	0.4692	46.92%
CYP inhibitory promiscuity	-	0.9605	96.05%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6448	64.48%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9369	93.69%
Skin irritation	+	0.6848	68.48%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4574	45.74%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6013	60.13%
skin sensitisation	-	0.9057	90.57%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8585	85.85%
Acute Oral Toxicity (c)	III	0.4811	48.11%
Estrogen receptor binding	+	0.7586	75.86%
Androgen receptor binding	+	0.7772	77.72%
Thyroid receptor binding	+	0.5149	51.49%
Glucocorticoid receptor binding	+	0.7408	74.08%
Aromatase binding	+	0.6994	69.94%
PPAR gamma	+	0.5317	53.17%
Honey bee toxicity	-	0.7677	76.77%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9843	98.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.69%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.43%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.07%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.03%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.95%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.19%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.10%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.08%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.81%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.10%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.59%	96.77%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	87.56%	94.78%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.91%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.37%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.01%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.87%	91.07%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.73%	96.61%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.97%	97.14%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.29%	90.24%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.08%	93.99%

Plants that contains it

• Ajuga reptans

Cross-Links

• PubChem: 163043777
• LOTUS: LTS0256522
• wikiData: Q105236787