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

Details

• Internal ID: 8b58dcf9-e2e0-4b6f-b72f-3c5cafc64d81
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (Z,6S)-2-methyl-6-[(5R,9S,10R,13S,14S,17S)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hept-2-enoic acid
• SMILES (Canonical): CC(CCC=C(C)C(=O)O)C1CCC2(C1(CCC3C2=CCC4C3(CCC(=O)C4(C)C)C)C)C
• SMILES (Isomeric): C[C@@H](CC/C=C(/C)\C(=O)O)[C@@H]1CC[C@]2([C@]1(CC[C@@H]3C2=CC[C@@H]4[C@@]3(CCC(=O)C4(C)C)C)C)C
• InChI: InChI=1S/C30H46O3/c1-19(9-8-10-20(2)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/h10-11,19,21-22,24H,8-9,12-18H2,1-7H3,(H,32,33)/b20-10-/t19-,21-,22+,24-,28+,29-,30+/m0/s1
• InChI Key: VOYZLKWKVLYJHD-IPYMOLBOSA-N
• Popularity: 0 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: 7.60
• Atomic LogP (AlogP): 7.61
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.5099	50.99%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8451	84.51%
OATP2B1 inhibitior	-	0.7233	72.33%
OATP1B1 inhibitior	+	0.8089	80.89%
OATP1B3 inhibitior	+	0.8116	81.16%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.9527	95.27%
P-glycoprotein inhibitior	+	0.6836	68.36%
P-glycoprotein substrate	-	0.6557	65.57%
CYP3A4 substrate	+	0.6409	64.09%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.9114	91.14%
CYP3A4 inhibition	-	0.8453	84.53%
CYP2C9 inhibition	-	0.9061	90.61%
CYP2C19 inhibition	-	0.8811	88.11%
CYP2D6 inhibition	-	0.9533	95.33%
CYP1A2 inhibition	-	0.8855	88.55%
CYP2C8 inhibition	-	0.6235	62.35%
CYP inhibitory promiscuity	-	0.8246	82.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6157	61.57%
Eye corrosion	-	0.9957	99.57%
Eye irritation	-	0.9485	94.85%
Skin irritation	+	0.6971	69.71%
Skin corrosion	-	0.9533	95.33%
Ames mutagenesis	-	0.7054	70.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6897	68.97%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6322	63.22%
skin sensitisation	-	0.5681	56.81%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8401	84.01%
Acute Oral Toxicity (c)	III	0.8303	83.03%
Estrogen receptor binding	+	0.7785	77.85%
Androgen receptor binding	+	0.7795	77.95%
Thyroid receptor binding	+	0.7704	77.04%
Glucocorticoid receptor binding	+	0.8794	87.94%
Aromatase binding	+	0.7688	76.88%
PPAR gamma	+	0.6991	69.91%
Honey bee toxicity	-	0.8672	86.72%
Biodegradation	-	0.7500	75.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.32%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.34%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	92.56%	93.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.01%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.76%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.53%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.18%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.43%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.59%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.52%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.52%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.44%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	84.91%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.56%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.28%	100.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.91%	98.33%
CHEMBL340	P08684	Cytochrome P450 3A4	81.60%	91.19%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.07%	93.04%

Plants that contains it

• Aglaia forbesii
• Dendrobium chrysotoxum
• Eurybia divaricata
• Hydnocarpus hainanensis
• Pinus palustris
• Piranhea mexicana
• Quercus canariensis
• Sciadotenia toxifera
• Soulamea pancheri
• Valeriana microphylla

Cross-Links

• PubChem: 51693592
• NPASS: NPC153897
• LOTUS: LTS0217269
• wikiData: Q105290552