Pitheduloside I

Details

• Internal ID: 7b271db0-455b-412e-8c01-a3a7b817eb4f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3,5,10-trihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CC(C2(CC1O)C(=O)O)O)C)C)(C)C)O)C)C
• SMILES (Isomeric): CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CC(C2(CC1O)C(=O)O)O)C)C)(C)C)O)C)C
• InChI: InChI=1S/C30H48O5/c1-25(2)14-18-17-8-9-20-27(5)12-11-21(31)26(3,4)19(27)10-13-28(20,6)29(17,7)15-23(33)30(18,24(34)35)16-22(25)32/h8,18-23,31-33H,9-16H2,1-7H3,(H,34,35)
• InChI Key: CFKXWTNHIJAFNL-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₅
• Molecular Weight: 488.70 g/mol
• Exact Mass: 488.35017463 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.18
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• CHEBI:168196
• 3,5,10-trihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9902	99.02%
Caco-2	-	0.6149	61.49%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8089	80.89%
OATP2B1 inhibitior	-	0.7128	71.28%
OATP1B1 inhibitior	+	0.9093	90.93%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	+	0.7130	71.30%
P-glycoprotein inhibitior	-	0.8149	81.49%
P-glycoprotein substrate	-	0.8402	84.02%
CYP3A4 substrate	+	0.6504	65.04%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.8467	84.67%
CYP2C9 inhibition	-	0.8530	85.30%
CYP2C19 inhibition	-	0.9058	90.58%
CYP2D6 inhibition	-	0.9544	95.44%
CYP1A2 inhibition	-	0.8713	87.13%
CYP2C8 inhibition	-	0.6251	62.51%
CYP inhibitory promiscuity	-	0.9263	92.63%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6445	64.45%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9081	90.81%
Skin irritation	+	0.6229	62.29%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	-	0.7754	77.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6023	60.23%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.6081	60.81%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7204	72.04%
Acute Oral Toxicity (c)	I	0.7720	77.20%
Estrogen receptor binding	+	0.7679	76.79%
Androgen receptor binding	+	0.7056	70.56%
Thyroid receptor binding	+	0.6234	62.34%
Glucocorticoid receptor binding	+	0.7991	79.91%
Aromatase binding	+	0.6600	66.00%
PPAR gamma	+	0.6338	63.38%
Honey bee toxicity	-	0.8693	86.93%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9948	99.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	95.55%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.22%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.91%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.70%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.44%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.17%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.77%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.49%	93.00%
CHEMBL5028	O14672	ADAM10	80.46%	97.50%

Plants that contains it

• Pithecellobium dulce

Cross-Links

• PubChem: 12305892
• LOTUS: LTS0121320
• wikiData: Q104956695