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

Details

• Internal ID: 70d29536-58db-4101-b09f-279ca8cdaafa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 17-[1-(4-ethyl-4,6-dihydroxy-5-methyloxan-2-yl)-1-hydroxyethyl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
• SMILES (Canonical): CCC1(CC(OC(C1C)O)C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O
• SMILES (Isomeric): CCC1(CC(OC(C1C)O)C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O
• InChI: InChI=1S/C29H46O8/c1-6-28(35)14-23(37-24(33)15(28)2)27(5,34)22-8-10-29(36)17-11-19(30)18-12-20(31)21(32)13-25(18,3)16(17)7-9-26(22,29)4/h11,15-16,18,20-24,31-36H,6-10,12-14H2,1-5H3
• InChI Key: AKXMZHOEQJMPAT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₆O₈
• Molecular Weight: 522.70 g/mol
• Exact Mass: 522.31926842 g/mol
• Topological Polar Surface Area (TPSA): 148.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.83
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9532	95.32%
Caco-2	-	0.5810	58.10%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6424	64.24%
OATP2B1 inhibitior	-	0.5772	57.72%
OATP1B1 inhibitior	+	0.8719	87.19%
OATP1B3 inhibitior	+	0.9018	90.18%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.5951	59.51%
P-glycoprotein inhibitior	-	0.5468	54.68%
P-glycoprotein substrate	+	0.5198	51.98%
CYP3A4 substrate	+	0.6865	68.65%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8811	88.11%
CYP3A4 inhibition	-	0.6486	64.86%
CYP2C9 inhibition	-	0.9090	90.90%
CYP2C19 inhibition	-	0.8013	80.13%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.8909	89.09%
CYP2C8 inhibition	-	0.6351	63.51%
CYP inhibitory promiscuity	-	0.9111	91.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6260	62.60%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9402	94.02%
Skin irritation	+	0.6803	68.03%
Skin corrosion	-	0.9240	92.40%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6989	69.89%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5103	51.03%
skin sensitisation	-	0.8509	85.09%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8541	85.41%
Acute Oral Toxicity (c)	III	0.3165	31.65%
Estrogen receptor binding	+	0.7399	73.99%
Androgen receptor binding	+	0.7220	72.20%
Thyroid receptor binding	+	0.5555	55.55%
Glucocorticoid receptor binding	+	0.7357	73.57%
Aromatase binding	+	0.6975	69.75%
PPAR gamma	-	0.4903	49.03%
Honey bee toxicity	-	0.8460	84.60%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9822	98.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.45%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.07%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.05%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.47%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.44%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.01%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.89%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.79%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.79%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.68%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.05%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.73%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.33%	96.77%
CHEMBL221	P23219	Cyclooxygenase-1	84.99%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.80%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.04%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.81%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.55%	92.62%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	81.42%	94.78%

Plants that contains it

• Ajuga nipponensis

Cross-Links

• PubChem: 162962409
• LOTUS: LTS0073958
• wikiData: Q104913913