2,10-Dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,5,6,6a,7,8,8a,10,11,12,13,14,14a,14b-tetradecahydropicene-4a-carboxylic acid

Details

• Internal ID: 0c63de7b-6260-4718-8b28-1715d50016ac
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2,10-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,5,6,6a,7,8,8a,10,11,12,13,14,14a,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1C2C3CCC4C5(CCC(C(C5CCC4(C3(CCC2(C=CC1(C)O)C(=O)O)C)C)(C)C)O)C
• SMILES (Isomeric): CC1C2C3CCC4C5(CCC(C(C5CCC4(C3(CCC2(C=CC1(C)O)C(=O)O)C)C)(C)C)O)C
• InChI: InChI=1S/C30H48O4/c1-18-23-19-8-9-21-26(4)12-11-22(31)25(2,3)20(26)10-13-28(21,6)27(19,5)14-16-30(23,24(32)33)17-15-29(18,7)34/h15,17-23,31,34H,8-14,16H2,1-7H3,(H,32,33)
• InChI Key: WMHFQGOQPCAZEI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₄
• Molecular Weight: 472.70 g/mol
• Exact Mass: 472.35526001 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 6.06
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	-	0.6369	63.69%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8369	83.69%
OATP2B1 inhibitior	-	0.8631	86.31%
OATP1B1 inhibitior	+	0.9063	90.63%
OATP1B3 inhibitior	+	0.8916	89.16%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	+	0.8811	88.11%
P-glycoprotein inhibitior	-	0.7434	74.34%
P-glycoprotein substrate	-	0.8208	82.08%
CYP3A4 substrate	+	0.6887	68.87%
CYP2C9 substrate	-	0.8098	80.98%
CYP2D6 substrate	-	0.8680	86.80%
CYP3A4 inhibition	-	0.7781	77.81%
CYP2C9 inhibition	-	0.9454	94.54%
CYP2C19 inhibition	-	0.9394	93.94%
CYP2D6 inhibition	-	0.9717	97.17%
CYP1A2 inhibition	-	0.8644	86.44%
CYP2C8 inhibition	-	0.6115	61.15%
CYP inhibitory promiscuity	-	0.9667	96.67%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7160	71.60%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9446	94.46%
Skin irritation	+	0.6679	66.79%
Skin corrosion	-	0.9583	95.83%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4348	43.48%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7101	71.01%
skin sensitisation	-	0.5389	53.89%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6121	61.21%
Acute Oral Toxicity (c)	III	0.8291	82.91%
Estrogen receptor binding	+	0.8204	82.04%
Androgen receptor binding	+	0.7617	76.17%
Thyroid receptor binding	+	0.6768	67.68%
Glucocorticoid receptor binding	+	0.7686	76.86%
Aromatase binding	+	0.7111	71.11%
PPAR gamma	+	0.5908	59.08%
Honey bee toxicity	-	0.7944	79.44%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9946	99.46%

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	93.50%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.37%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	90.91%	83.82%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.32%	82.69%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.16%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.99%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.80%	95.56%
CHEMBL5028	O14672	ADAM10	82.13%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.48%	93.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.90%	100.00%

Plants that contains it

• Nerium oleander

Cross-Links

• PubChem: 72758501
• LOTUS: LTS0002239
• wikiData: Q105308548