5-(2-Methylprop-1-enyl)-3-(4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl)oxolan-2-one

Details

• Internal ID: de174f98-9812-4406-8402-1c0b3a65ce55
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 5-(2-methylprop-1-enyl)-3-(4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl)oxolan-2-one
• SMILES (Canonical): CC(=CC1CC(C(=O)O1)C2CCC3(C2(CCC4C3=CCC5C4(CCC(=O)C5(C)C)C)C)C)C
• SMILES (Isomeric): CC(=CC1CC(C(=O)O1)C2CCC3(C2(CCC4C3=CCC5C4(CCC(=O)C5(C)C)C)C)C)C
• InChI: InChI=1S/C30H44O3/c1-18(2)16-19-17-20(26(32)33-19)21-10-14-30(7)23-8-9-24-27(3,4)25(31)12-13-28(24,5)22(23)11-15-29(21,30)6/h8,16,19-22,24H,9-15,17H2,1-7H3
• InChI Key: DITNSHOJORLTJT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₄O₃
• Molecular Weight: 452.70 g/mol
• Exact Mass: 452.32904526 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 7.06
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

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	+	0.5295	52.95%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7853	78.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8572	85.72%
OATP1B3 inhibitior	+	0.9364	93.64%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.8955	89.55%
P-glycoprotein inhibitior	+	0.7829	78.29%
P-glycoprotein substrate	-	0.6837	68.37%
CYP3A4 substrate	+	0.6951	69.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8510	85.10%
CYP3A4 inhibition	-	0.7037	70.37%
CYP2C9 inhibition	-	0.8803	88.03%
CYP2C19 inhibition	-	0.6413	64.13%
CYP2D6 inhibition	-	0.9541	95.41%
CYP1A2 inhibition	-	0.7634	76.34%
CYP2C8 inhibition	+	0.5691	56.91%
CYP inhibitory promiscuity	-	0.7875	78.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5272	52.72%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9382	93.82%
Skin irritation	-	0.5173	51.73%
Skin corrosion	-	0.9023	90.23%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6527	65.27%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.6495	64.95%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.5508	55.08%
Acute Oral Toxicity (c)	III	0.7185	71.85%
Estrogen receptor binding	+	0.8107	81.07%
Androgen receptor binding	+	0.7571	75.71%
Thyroid receptor binding	+	0.7218	72.18%
Glucocorticoid receptor binding	+	0.8706	87.06%
Aromatase binding	+	0.7082	70.82%
PPAR gamma	+	0.6549	65.49%
Honey bee toxicity	-	0.6772	67.72%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.91%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.52%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.09%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.96%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.34%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.10%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.19%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.03%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.28%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.75%	86.33%

Plants that contains it

• Aucoumea klaineana

Cross-Links

• PubChem: 13875718
• LOTUS: LTS0122279
• wikiData: Q104981672