14,15,16-Trihydroxy-5',9-dimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-17-ene-6,2'-oxane]-13-carboxylic acid

Details

• Internal ID: 7f92240d-cde3-4238-8aab-312a44b9363a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 14,15,16-trihydroxy-5',9-dimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-17-ene-6,2'-oxane]-13-carboxylic acid
• InChI: InChI=1S/C26H38O7/c1-13-5-8-25(32-12-13)11-18-20(33-25)10-17-15-4-3-14-9-19(27)21(28)22(29)26(14,23(30)31)16(15)6-7-24(17,18)2/h9,13,15-22,27-29H,3-8,10-12H2,1-2H3,(H,30,31)
• InChI Key: PCCYKZMWMSQXBK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₇
• Molecular Weight: 462.60 g/mol
• Exact Mass: 462.26175355 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8944	89.44%
Caco-2	-	0.8083	80.83%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8388	83.88%
OATP2B1 inhibitior	-	0.7168	71.68%
OATP1B1 inhibitior	+	0.8637	86.37%
OATP1B3 inhibitior	+	0.9725	97.25%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5993	59.93%
P-glycoprotein inhibitior	-	0.6540	65.40%
P-glycoprotein substrate	-	0.5289	52.89%
CYP3A4 substrate	+	0.7348	73.48%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	-	0.8572	85.72%
CYP3A4 inhibition	-	0.9320	93.20%
CYP2C9 inhibition	-	0.9457	94.57%
CYP2C19 inhibition	-	0.9485	94.85%
CYP2D6 inhibition	-	0.9127	91.27%
CYP1A2 inhibition	-	0.7825	78.25%
CYP2C8 inhibition	+	0.5557	55.57%
CYP inhibitory promiscuity	-	0.9287	92.87%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4630	46.30%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9582	95.82%
Skin irritation	+	0.5515	55.15%
Skin corrosion	-	0.9218	92.18%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5033	50.33%
skin sensitisation	-	0.8805	88.05%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6911	69.11%
Acute Oral Toxicity (c)	III	0.5971	59.71%
Estrogen receptor binding	+	0.7769	77.69%
Androgen receptor binding	+	0.7332	73.32%
Thyroid receptor binding	+	0.5663	56.63%
Glucocorticoid receptor binding	+	0.7619	76.19%
Aromatase binding	+	0.8332	83.32%
PPAR gamma	+	0.5472	54.72%
Honey bee toxicity	-	0.6278	62.78%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9758	97.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.03%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.60%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.34%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.50%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	90.71%	93.04%
CHEMBL221	P23219	Cyclooxygenase-1	86.90%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.25%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.08%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	84.05%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.73%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	80.04%	92.50%

Plants that contains it

• Asparagus racemosus

Cross-Links

• PubChem: 75628991
• LOTUS: LTS0197433
• wikiData: Q105205611