5-[(8-formyl-15-hydroxy-2,6,6,12-tetramethyl-14,17-dioxo-16-propan-2-yl-10-tetracyclo[7.4.4.01,9.02,7]heptadeca-11,15-dienyl)methyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid

Details

• Internal ID: c8a14141-98fd-4f4b-96f2-90e0fcd0af02
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 5-[(8-formyl-15-hydroxy-2,6,6,12-tetramethyl-14,17-dioxo-16-propan-2-yl-10-tetracyclo[7.4.4.01,9.02,7]heptadeca-11,15-dienyl)methyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
• SMILES (Canonical): CC1=CC(C23C(C4C(CCCC4(C2(C1)C(=O)C(=C(C3=O)C(C)C)O)C)(C)C)C=O)CC5C(=C)CCC6C5(CCCC6(C)C(=O)O)C
• SMILES (Isomeric): CC1=CC(C23C(C4C(CCCC4(C2(C1)C(=O)C(=C(C3=O)C(C)C)O)C)(C)C)C=O)CC5C(=C)CCC6C5(CCCC6(C)C(=O)O)C
• InChI: InChI=1S/C40H56O6/c1-22(2)29-30(42)33(44)39-20-23(3)18-25(19-26-24(4)12-13-28-36(26,7)15-11-16-37(28,8)34(45)46)40(39,32(29)43)27(21-41)31-35(5,6)14-10-17-38(31,39)9/h18,21-22,25-28,31,42H,4,10-17,19-20H2,1-3,5-9H3,(H,45,46)
• InChI Key: FBEIMPOMQVOEFH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₆O₆
• Molecular Weight: 632.90 g/mol
• Exact Mass: 632.40768950 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 7.70
• Atomic LogP (AlogP): 8.46
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9838	98.38%
Caco-2	-	0.7693	76.93%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7998	79.98%
OATP2B1 inhibitior	-	0.5751	57.51%
OATP1B1 inhibitior	+	0.7409	74.09%
OATP1B3 inhibitior	-	0.5070	50.70%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6782	67.82%
BSEP inhibitior	+	0.9722	97.22%
P-glycoprotein inhibitior	+	0.7304	73.04%
P-glycoprotein substrate	+	0.5622	56.22%
CYP3A4 substrate	+	0.7089	70.89%
CYP2C9 substrate	-	0.8093	80.93%
CYP2D6 substrate	-	0.8935	89.35%
CYP3A4 inhibition	-	0.8367	83.67%
CYP2C9 inhibition	-	0.7887	78.87%
CYP2C19 inhibition	-	0.8488	84.88%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.8420	84.20%
CYP2C8 inhibition	+	0.7223	72.23%
CYP inhibitory promiscuity	-	0.8618	86.18%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6657	66.57%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9176	91.76%
Skin irritation	+	0.6211	62.11%
Skin corrosion	-	0.9440	94.40%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4278	42.78%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.6286	62.86%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5634	56.34%
Acute Oral Toxicity (c)	I	0.6138	61.38%
Estrogen receptor binding	+	0.7034	70.34%
Androgen receptor binding	+	0.7467	74.67%
Thyroid receptor binding	+	0.5712	57.12%
Glucocorticoid receptor binding	+	0.8043	80.43%
Aromatase binding	+	0.7406	74.06%
PPAR gamma	+	0.6998	69.98%
Honey bee toxicity	-	0.7877	78.77%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
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	96.66%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.32%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.02%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.80%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.59%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	90.56%	93.04%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.15%	93.40%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.92%	95.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.45%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.58%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.21%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	86.38%	91.49%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.19%	90.71%
CHEMBL2581	P07339	Cathepsin D	85.66%	98.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.36%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.08%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.06%	93.56%
CHEMBL221	P23219	Cyclooxygenase-1	84.76%	90.17%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.58%	93.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.55%	100.00%
CHEMBL1871	P10275	Androgen Receptor	83.93%	96.43%
CHEMBL268	P43235	Cathepsin K	82.93%	96.85%
CHEMBL1902	P62942	FK506-binding protein 1A	82.14%	97.05%
CHEMBL1937	Q92769	Histone deacetylase 2	81.54%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.47%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	81.02%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.50%	93.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.03%	96.38%

Plants that contains it

• Taiwania cryptomerioides

Cross-Links

• PubChem: 162873034
• LOTUS: LTS0144847
• wikiData: Q104992581