methyl 5a,5b,8,8,11a-pentamethyl-9-oxo-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysene-3a-carboxylate

Details

• Internal ID: 900b2686-7ea2-407b-b4d6-628820d7f519
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: methyl 5a,5b,8,8,11a-pentamethyl-9-oxo-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysene-3a-carboxylate
• InChI: InChI=1S/C31H48O3/c1-19(2)20-11-16-31(26(33)34-8)18-17-29(6)21(25(20)31)9-10-23-28(5)14-13-24(32)27(3,4)22(28)12-15-30(23,29)7/h20-23,25H,1,9-18H2,2-8H3
• InChI Key: XXCPTCZYFSRIGU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₈O₃
• Molecular Weight: 468.70 g/mol
• Exact Mass: 468.36034539 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 8.20
• Atomic LogP (AlogP): 7.39
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 4356-31-4
• methyl 5a,5b,8,8,11a-pentamethyl-9-oxo-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysene-3a-carboxylate
• NSC152535
• Oprea1_601951
• DTXSID50302662
• AKOS000589030
• AKOS024286292
• NSC-152535

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	-	0.5536	55.36%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8118	81.18%
OATP2B1 inhibitior	-	0.7225	72.25%
OATP1B1 inhibitior	+	0.8809	88.09%
OATP1B3 inhibitior	+	0.8024	80.24%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8490	84.90%
P-glycoprotein inhibitior	-	0.4810	48.10%
P-glycoprotein substrate	-	0.6652	66.52%
CYP3A4 substrate	+	0.6709	67.09%
CYP2C9 substrate	-	0.8017	80.17%
CYP2D6 substrate	-	0.8590	85.90%
CYP3A4 inhibition	-	0.6699	66.99%
CYP2C9 inhibition	-	0.7938	79.38%
CYP2C19 inhibition	-	0.5724	57.24%
CYP2D6 inhibition	-	0.9595	95.95%
CYP1A2 inhibition	-	0.8835	88.35%
CYP2C8 inhibition	+	0.5742	57.42%
CYP inhibitory promiscuity	-	0.8585	85.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9320	93.20%
Carcinogenicity (trinary)	Non-required	0.5486	54.86%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.8803	88.03%
Skin irritation	-	0.5365	53.65%
Skin corrosion	-	0.9710	97.10%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3893	38.93%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.5465	54.65%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6402	64.02%
Acute Oral Toxicity (c)	III	0.7224	72.24%
Estrogen receptor binding	+	0.7865	78.65%
Androgen receptor binding	+	0.7868	78.68%
Thyroid receptor binding	+	0.6665	66.65%
Glucocorticoid receptor binding	+	0.8525	85.25%
Aromatase binding	+	0.7527	75.27%
PPAR gamma	+	0.6862	68.62%
Honey bee toxicity	-	0.6788	67.88%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.38%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.35%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.33%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.45%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.37%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	89.93%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.90%	96.38%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.63%	93.03%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.64%	91.24%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.30%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.60%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.30%	97.09%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.49%	97.33%
CHEMBL5028	O14672	ADAM10	81.48%	97.50%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.38%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.06%	92.62%
CHEMBL4072	P07858	Cathepsin B	80.34%	93.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.20%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.01%	94.00%

Plants that contains it

• Curio corymbifer
• Rhodomyrtus tomentosa

Cross-Links

• PubChem: 289986
• LOTUS: LTS0145127
• wikiData: Q82047562