3,12-Dihydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylic acid

Details

• Internal ID: be30bb9e-307e-4489-93f6-14f17500a52a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3,12-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C(=O)O)O)C)C)C2C1O)C)C(=O)O)C
• SMILES (Isomeric): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C(=O)O)O)C)C)C2C1O)C)C(=O)O)C
• InChI: InChI=1S/C30H46O6/c1-25(2)13-15-30(24(35)36)16-14-27(4)17(21(30)22(25)32)7-8-18-26(3)11-10-20(31)29(6,23(33)34)19(26)9-12-28(18,27)5/h7,18-22,31-32H,8-16H2,1-6H3,(H,33,34)(H,35,36)
• InChI Key: DVZQJJHIDXRSFW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₆
• Molecular Weight: 502.70 g/mol
• Exact Mass: 502.32943918 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.27
• 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	+	0.9866	98.66%
Caco-2	-	0.6356	63.56%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8411	84.11%
OATP2B1 inhibitior	-	0.7108	71.08%
OATP1B1 inhibitior	+	0.9081	90.81%
OATP1B3 inhibitior	-	0.6832	68.32%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5821	58.21%
BSEP inhibitior	+	0.8487	84.87%
P-glycoprotein inhibitior	-	0.6873	68.73%
P-glycoprotein substrate	-	0.7781	77.81%
CYP3A4 substrate	+	0.6569	65.69%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.7984	79.84%
CYP2C9 inhibition	-	0.8737	87.37%
CYP2C19 inhibition	-	0.9339	93.39%
CYP2D6 inhibition	-	0.9578	95.78%
CYP1A2 inhibition	-	0.9064	90.64%
CYP2C8 inhibition	-	0.5838	58.38%
CYP inhibitory promiscuity	-	0.9513	95.13%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6695	66.95%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9321	93.21%
Skin irritation	+	0.6158	61.58%
Skin corrosion	-	0.9425	94.25%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4636	46.36%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6584	65.84%
skin sensitisation	-	0.6225	62.25%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.5759	57.59%
Acute Oral Toxicity (c)	I	0.7933	79.33%
Estrogen receptor binding	+	0.7041	70.41%
Androgen receptor binding	+	0.7010	70.10%
Thyroid receptor binding	+	0.5828	58.28%
Glucocorticoid receptor binding	+	0.7629	76.29%
Aromatase binding	+	0.6825	68.25%
PPAR gamma	+	0.6086	60.86%
Honey bee toxicity	-	0.9018	90.18%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9963	99.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.00%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.68%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.74%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.57%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.66%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.52%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.61%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.64%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.54%	90.71%

Plants that contains it

• Ilex rotunda

Cross-Links

• PubChem: 162921910
• LOTUS: LTS0009113
• wikiData: Q104990440