10-Hydroxy-2,6a,6b,9,9,12a-hexamethyl-1-methylidene-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

Details

• Internal ID: d825be89-aac9-464d-b550-e5c70513b21a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 10-hydroxy-2,6a,6b,9,9,12a-hexamethyl-1-methylidene-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1=C)C)C(=O)O
• SMILES (Isomeric): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1=C)C)C(=O)O
• InChI: InChI=1S/C30H46O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8,18,21-24,31H,2,9-17H2,1,3-7H3,(H,32,33)
• InChI Key: VPMTUSRUIJFRMW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₃
• Molecular Weight: 454.70 g/mol
• Exact Mass: 454.34469533 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 7.01
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.5329	53.29%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8483	84.83%
OATP2B1 inhibitior	-	0.5742	57.42%
OATP1B1 inhibitior	+	0.8896	88.96%
OATP1B3 inhibitior	+	0.8326	83.26%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.9113	91.13%
P-glycoprotein inhibitior	-	0.8270	82.70%
P-glycoprotein substrate	-	0.8060	80.60%
CYP3A4 substrate	+	0.6760	67.60%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.8156	81.56%
CYP2C9 inhibition	-	0.8801	88.01%
CYP2C19 inhibition	-	0.8695	86.95%
CYP2D6 inhibition	-	0.9465	94.65%
CYP1A2 inhibition	-	0.9034	90.34%
CYP2C8 inhibition	+	0.4811	48.11%
CYP inhibitory promiscuity	-	0.9132	91.32%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6218	62.18%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.8964	89.64%
Skin irritation	+	0.6064	60.64%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4315	43.15%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	+	0.5385	53.85%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7809	78.09%
Acute Oral Toxicity (c)	III	0.8245	82.45%
Estrogen receptor binding	+	0.7413	74.13%
Androgen receptor binding	+	0.7164	71.64%
Thyroid receptor binding	+	0.6422	64.22%
Glucocorticoid receptor binding	+	0.8179	81.79%
Aromatase binding	+	0.6600	66.00%
PPAR gamma	+	0.6126	61.26%
Honey bee toxicity	-	0.8586	85.86%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
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
CHEMBL221	P23219	Cyclooxygenase-1	98.04%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.93%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.21%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.20%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.12%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.71%	91.19%
CHEMBL2581	P07339	Cathepsin D	84.81%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.09%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.35%	93.03%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.39%	93.00%

Plants that contains it

• Baeckea gunniana

Cross-Links

• PubChem: 73819957
• LOTUS: LTS0135299
• wikiData: Q105290874