CID 11854305

Details

• Internal ID: 6bbeb7ec-f109-4208-8369-20f987590784
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 6-methyl-2-[(10S,13S,14S)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hept-5-enoic acid
• SMILES (Canonical): CC(=CCCC(C1CCC2(C1(CCC3=C2CCC4C3(CCC(=O)C4(C)C)C)C)C)C(=O)O)C
• SMILES (Isomeric): CC(=CCCC(C1CC[C@]2([C@]1(CCC3=C2CCC4[C@@]3(CCC(=O)C4(C)C)C)C)C)C(=O)O)C
• InChI: InChI=1S/C30H46O3/c1-19(2)9-8-10-20(26(32)33)21-13-17-30(7)23-11-12-24-27(3,4)25(31)15-16-28(24,5)22(23)14-18-29(21,30)6/h9,20-21,24H,8,10-18H2,1-7H3,(H,32,33)/t20?,21?,24?,28-,29+,30-/m1/s1
• InChI Key: XLPAINGDLCDYQV-GHRFVABYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₃
• Molecular Weight: 454.70 g/mol
• Exact Mass: 454.34469533 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 7.75
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• SCHEMBL14930689
• 28282-25-9
• 6-methyl-2-[(10S,13S,14S)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hept-5-enoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.6355	63.55%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8852	88.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7464	74.64%
OATP1B3 inhibitior	-	0.2829	28.29%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.9317	93.17%
P-glycoprotein inhibitior	+	0.5817	58.17%
P-glycoprotein substrate	-	0.7328	73.28%
CYP3A4 substrate	+	0.6419	64.19%
CYP2C9 substrate	-	0.6106	61.06%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.8426	84.26%
CYP2C9 inhibition	-	0.8899	88.99%
CYP2C19 inhibition	-	0.8547	85.47%
CYP2D6 inhibition	-	0.9619	96.19%
CYP1A2 inhibition	-	0.9283	92.83%
CYP2C8 inhibition	-	0.5955	59.55%
CYP inhibitory promiscuity	-	0.8315	83.15%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6119	61.19%
Eye corrosion	-	0.9954	99.54%
Eye irritation	-	0.9297	92.97%
Skin irritation	+	0.6521	65.21%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3948	39.48%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6572	65.72%
skin sensitisation	-	0.5696	56.96%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.5510	55.10%
Acute Oral Toxicity (c)	III	0.7276	72.76%
Estrogen receptor binding	+	0.7171	71.71%
Androgen receptor binding	+	0.7504	75.04%
Thyroid receptor binding	+	0.7178	71.78%
Glucocorticoid receptor binding	+	0.7563	75.63%
Aromatase binding	+	0.6662	66.62%
PPAR gamma	+	0.7016	70.16%
Honey bee toxicity	-	0.8200	82.00%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL5658	O14684	Prostaglandin E synthase	900 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.03%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	95.32%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.94%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.27%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	86.90%	83.82%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.13%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.19%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.54%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.80%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.38%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	82.94%	94.75%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.44%	91.71%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.13%	98.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.36%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.29%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.15%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.17%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.02%	99.23%

Plants that contains it

• Agrimonia pilosa

Cross-Links

• PubChem: 11854305
• NPASS: NPC22708