(Z)-2-(hydroxymethyl)-6-[(1S,3R,15R,16R)-7,7,16-trimethyl-6-oxo-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]hept-2-enoic acid

Details

• Internal ID: 8c11beae-f8a9-4314-8fa9-1abea5cf5fa5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (Z)-2-(hydroxymethyl)-6-[(1S,3R,15R,16R)-7,7,16-trimethyl-6-oxo-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]hept-2-enoic acid
• SMILES (Canonical): CC(CCC=C(CO)C(=O)O)C1CCC2C1(CCC34C2CCC5C3(C4)CCC(=O)C5(C)C)C
• SMILES (Isomeric): CC(CC/C=C(/CO)\C(=O)O)[C@H]1CCC2[C@@]1(CC[C@]34C2CCC5[C@]3(C4)CCC(=O)C5(C)C)C
• InChI: InChI=1S/C29H44O4/c1-18(6-5-7-19(16-30)25(32)33)20-8-9-21-22-10-11-23-26(2,3)24(31)12-13-29(23)17-28(22,29)15-14-27(20,21)4/h7,18,20-23,30H,5-6,8-17H2,1-4H3,(H,32,33)/b19-7-/t18?,20-,21?,22?,23?,27-,28+,29-/m1/s1
• InChI Key: SIODMRVMIUILPW-XEMWPRARSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₄O₄
• Molecular Weight: 456.70 g/mol
• Exact Mass: 456.32395988 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.02
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9732	97.32%
Caco-2	-	0.6342	63.42%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8215	82.15%
OATP2B1 inhibitior	-	0.5701	57.01%
OATP1B1 inhibitior	+	0.8437	84.37%
OATP1B3 inhibitior	+	0.8304	83.04%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5646	56.46%
BSEP inhibitior	+	0.6864	68.64%
P-glycoprotein inhibitior	-	0.4481	44.81%
P-glycoprotein substrate	-	0.6482	64.82%
CYP3A4 substrate	+	0.6529	65.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9064	90.64%
CYP3A4 inhibition	-	0.9044	90.44%
CYP2C9 inhibition	-	0.5693	56.93%
CYP2C19 inhibition	-	0.9207	92.07%
CYP2D6 inhibition	-	0.9428	94.28%
CYP1A2 inhibition	-	0.8675	86.75%
CYP2C8 inhibition	-	0.7720	77.20%
CYP inhibitory promiscuity	-	0.8265	82.65%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7097	70.97%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9408	94.08%
Skin irritation	-	0.5502	55.02%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4482	44.82%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6968	69.68%
skin sensitisation	-	0.8424	84.24%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8657	86.57%
Acute Oral Toxicity (c)	III	0.5002	50.02%
Estrogen receptor binding	+	0.7941	79.41%
Androgen receptor binding	+	0.7502	75.02%
Thyroid receptor binding	+	0.6253	62.53%
Glucocorticoid receptor binding	+	0.7449	74.49%
Aromatase binding	+	0.8161	81.61%
PPAR gamma	+	0.6773	67.73%
Honey bee toxicity	-	0.8741	87.41%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9953	99.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.89%	96.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.74%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.67%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.56%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.61%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.21%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.88%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.82%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.87%	90.08%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.96%	90.71%
CHEMBL221	P23219	Cyclooxygenase-1	87.44%	90.17%
CHEMBL1937	Q92769	Histone deacetylase 2	86.82%	94.75%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	86.15%	96.03%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.19%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.12%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.88%	82.69%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.65%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.40%	91.19%
CHEMBL233	P35372	Mu opioid receptor	83.34%	97.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.28%	97.09%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.89%	98.33%
CHEMBL2514	O95665	Neurotensin receptor 2	80.35%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.15%	97.50%

Plants that contains it

• Mangifera indica

Cross-Links

• PubChem: 5318258
• NPASS: NPC268191