7,16-Dihydroxy-6-(hydroxymethyl)-2,6,10,16,17-pentamethylhexacyclo[12.8.1.01,14.02,11.05,10.015,20]tricos-12-ene-20-carboxylic acid

Details

• Internal ID: 06f5c176-601d-4164-baa3-ff0304e3d2b1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 7,16-dihydroxy-6-(hydroxymethyl)-2,6,10,16,17-pentamethylhexacyclo[12.8.1.01,14.02,11.05,10.015,20]tricos-12-ene-20-carboxylic acid
• SMILES (Canonical): CC1CCC2(CCC34CC3(C2C1(C)O)C=CC5C4(CCC6C5(CCC(C6(C)CO)O)C)C)C(=O)O
• SMILES (Isomeric): CC1CCC2(CCC34CC3(C2C1(C)O)C=CC5C4(CCC6C5(CCC(C6(C)CO)O)C)C)C(=O)O
• InChI: InChI=1S/C30H46O5/c1-18-6-12-28(23(33)34)14-15-30-16-29(30,22(28)27(18,5)35)13-8-20-24(2)10-9-21(32)25(3,17-31)19(24)7-11-26(20,30)4/h8,13,18-22,31-32,35H,6-7,9-12,14-17H2,1-5H3,(H,33,34)
• InChI Key: PDPWDXDUMOJUCT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₅
• Molecular Weight: 486.70 g/mol
• Exact Mass: 486.33452456 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.79
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9675	96.75%
Caco-2	-	0.6201	62.01%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7063	70.63%
OATP2B1 inhibitior	-	0.5741	57.41%
OATP1B1 inhibitior	+	0.8648	86.48%
OATP1B3 inhibitior	+	0.8493	84.93%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6618	66.18%
BSEP inhibitior	+	0.8878	88.78%
P-glycoprotein inhibitior	-	0.7379	73.79%
P-glycoprotein substrate	-	0.6181	61.81%
CYP3A4 substrate	+	0.6936	69.36%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	-	0.8612	86.12%
CYP3A4 inhibition	-	0.7491	74.91%
CYP2C9 inhibition	-	0.7214	72.14%
CYP2C19 inhibition	-	0.8629	86.29%
CYP2D6 inhibition	-	0.9484	94.84%
CYP1A2 inhibition	-	0.7920	79.20%
CYP2C8 inhibition	+	0.4752	47.52%
CYP inhibitory promiscuity	-	0.9246	92.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7395	73.95%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9380	93.80%
Skin irritation	-	0.5655	56.55%
Skin corrosion	-	0.9589	95.89%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4615	46.15%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5607	56.07%
skin sensitisation	-	0.8666	86.66%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.4946	49.46%
Acute Oral Toxicity (c)	III	0.6170	61.70%
Estrogen receptor binding	+	0.8054	80.54%
Androgen receptor binding	+	0.7383	73.83%
Thyroid receptor binding	+	0.5947	59.47%
Glucocorticoid receptor binding	+	0.7586	75.86%
Aromatase binding	+	0.7048	70.48%
PPAR gamma	+	0.6815	68.15%
Honey bee toxicity	-	0.8607	86.07%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9794	97.94%

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	90.97%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.06%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.19%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.17%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.50%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.89%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.15%	99.23%
CHEMBL5028	O14672	ADAM10	82.30%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.32%	93.00%

Plants that contains it

• Staphylea japonica

Cross-Links

• PubChem: 75298062
• LOTUS: LTS0115839
• wikiData: Q105206663