Ambonic acid

Details

• Internal ID: 8ed3b383-fb45-49b8-a7e5-58a90106b0a1
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (2R,6R)-2-methyl-3-methylidene-6-[(1S,3R,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-6-oxo-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]heptanoic acid
• SMILES (Canonical): CC(CCC(=C)C(C)C(=O)O)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(=O)C5(C)C)C)C
• SMILES (Isomeric): C[C@H](CCC(=C)[C@@H](C)C(=O)O)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CCC(=O)C5(C)C)C)C
• InChI: InChI=1S/C31H48O3/c1-19(21(3)26(33)34)8-9-20(2)22-12-14-29(7)24-11-10-23-27(4,5)25(32)13-15-30(23)18-31(24,30)17-16-28(22,29)6/h20-24H,1,8-18H2,2-7H3,(H,33,34)/t20-,21-,22-,23+,24+,28-,29+,30-,31+/m1/s1
• InChI Key: HTNUCKDQVIZWMJ-AMIGDOOGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₈O₃
• Molecular Weight: 468.70 g/mol
• Exact Mass: 468.36034539 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 8.90
• Atomic LogP (AlogP): 7.69
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• 17984-17-7
• CHEMBL3953079
• DTXSID001204021
• (25R)-24-Methylene-3-oxo-9,19-cyclolanostan-26-oic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9904	99.04%
Caco-2	-	0.6311	63.11%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7804	78.04%
OATP2B1 inhibitior	-	0.5657	56.57%
OATP1B1 inhibitior	+	0.8631	86.31%
OATP1B3 inhibitior	+	0.7875	78.75%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.4503	45.03%
P-glycoprotein inhibitior	-	0.4900	49.00%
P-glycoprotein substrate	-	0.7295	72.95%
CYP3A4 substrate	+	0.6230	62.30%
CYP2C9 substrate	-	0.6090	60.90%
CYP2D6 substrate	-	0.8605	86.05%
CYP3A4 inhibition	-	0.8043	80.43%
CYP2C9 inhibition	-	0.7980	79.80%
CYP2C19 inhibition	-	0.8348	83.48%
CYP2D6 inhibition	-	0.9480	94.80%
CYP1A2 inhibition	-	0.8049	80.49%
CYP2C8 inhibition	-	0.6480	64.80%
CYP inhibitory promiscuity	-	0.8347	83.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6547	65.47%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.9235	92.35%
Skin irritation	+	0.5739	57.39%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4818	48.18%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.5616	56.16%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8594	85.94%
Acute Oral Toxicity (c)	III	0.6454	64.54%
Estrogen receptor binding	+	0.7266	72.66%
Androgen receptor binding	+	0.7537	75.37%
Thyroid receptor binding	+	0.6294	62.94%
Glucocorticoid receptor binding	+	0.7507	75.07%
Aromatase binding	+	0.7782	77.82%
PPAR gamma	+	0.6683	66.83%
Honey bee toxicity	-	0.8377	83.77%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
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	95.12%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.90%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.49%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.28%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	92.42%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.78%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.30%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	86.24%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.21%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.85%	100.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	84.24%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.21%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.90%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	82.55%	91.19%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.72%	90.24%

Plants that contains it

• Aconitum burnatii
• Alseodaphne paludosa
• Annona impressivenia
• Bersama yangambiensis
• Caloncoba echinata
• Castanopsis sclerophylla
• Conocephalum japonicum
• Cordylanthus kingii
• Croton cascarilloides
• Disynaphia halimifolia
• Eragrostis viscosa
• Forsteronia refracta
• Fridericia chica
• Grewia mollis
• Gymnocarpium robertianum
• Heliotropium floridum
• Heterotheca grandiflora
• Hovenia acerba
• Juglans nigra
• Kaempferia marginata
• Kaunia saltensis
• Mangifera indica
• Nauclea officinalis
• Ruta pinnata
• Salvia dorrii
• Sophora flavescens var. flavescens
• Stevia polycephala
• Teucrium cubense
• Thymus piperella
• Trichilia rubescens
• Uraria picta

Cross-Links

• PubChem: 101286242
• NPASS: NPC287131
• LOTUS: LTS0226091
• wikiData: Q105033530