3,10-dihydroxy-1,6a,6b,9,9,12a-hexamethyl-2-methylidene-7-oxo-3,4,5,6,6a,8,8a,10,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid

Details

• Internal ID: 66ec9354-5657-470a-8f53-e050e684351f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3,10-dihydroxy-1,6a,6b,9,9,12a-hexamethyl-2-methylidene-7-oxo-3,4,5,6,6a,8,8a,10,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid
• SMILES (Canonical): CC1C2C3=CCC4C5(CCC(C(C5CC(=O)C4(C3(CCC2(CC(C1=C)O)C(=O)O)C)C)(C)C)O)C
• SMILES (Isomeric): CC1C2C3=CCC4C5(CCC(C(C5CC(=O)C4(C3(CCC2(CC(C1=C)O)C(=O)O)C)C)(C)C)O)C
• InChI: InChI=1S/C30H44O5/c1-16-17(2)24-18-8-9-20-27(5)11-10-22(32)26(3,4)21(27)14-23(33)29(20,7)28(18,6)12-13-30(24,25(34)35)15-19(16)31/h8,17,19-22,24,31-32H,1,9-15H2,2-7H3,(H,34,35)
• InChI Key: OMIJIBAMJHHJGP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₄O₅
• Molecular Weight: 484.70 g/mol
• Exact Mass: 484.31887450 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 5.16
• H-Bond Acceptor: 4
• 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	+	0.9913	99.13%
Caco-2	-	0.6033	60.33%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8760	87.60%
OATP2B1 inhibitior	-	0.7142	71.42%
OATP1B1 inhibitior	+	0.8848	88.48%
OATP1B3 inhibitior	-	0.7273	72.73%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5321	53.21%
BSEP inhibitior	-	0.4828	48.28%
P-glycoprotein inhibitior	-	0.7268	72.68%
P-glycoprotein substrate	-	0.6585	65.85%
CYP3A4 substrate	+	0.6868	68.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.7727	77.27%
CYP2C9 inhibition	-	0.9100	91.00%
CYP2C19 inhibition	-	0.9411	94.11%
CYP2D6 inhibition	-	0.9509	95.09%
CYP1A2 inhibition	-	0.9193	91.93%
CYP2C8 inhibition	+	0.4819	48.19%
CYP inhibitory promiscuity	-	0.9574	95.74%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7087	70.87%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9343	93.43%
Skin irritation	+	0.6234	62.34%
Skin corrosion	-	0.9514	95.14%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5616	56.16%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5033	50.33%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.5713	57.13%
Acute Oral Toxicity (c)	III	0.8339	83.39%
Estrogen receptor binding	+	0.7054	70.54%
Androgen receptor binding	+	0.7198	71.98%
Thyroid receptor binding	+	0.5878	58.78%
Glucocorticoid receptor binding	+	0.7959	79.59%
Aromatase binding	+	0.7248	72.48%
PPAR gamma	+	0.5634	56.34%
Honey bee toxicity	-	0.8183	81.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	91.70%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.14%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.20%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.85%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	86.85%	90.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.75%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.48%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.17%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.46%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	81.33%	91.19%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.07%	93.03%

Plants that contains it

• Silybum marianum

Cross-Links

• PubChem: 162928280
• LOTUS: LTS0049387
• wikiData: Q105194339