3-Hydroxy-4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4a,5,6,6a,7,8,9,10,11,12,12a,14,14a-hexadecahydropicen-13-one

Details

• Internal ID: 1e0fc434-258c-4b1c-9029-918cad50298c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3-hydroxy-4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4a,5,6,6a,7,8,9,10,11,12,12a,14,14a-hexadecahydropicen-13-one
• SMILES (Canonical): CC1CCC2(CCC3(C(C2C1C)C(=O)CC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C)C
• SMILES (Isomeric): CC1CCC2(CCC3(C(C2C1C)C(=O)CC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C)C
• InChI: InChI=1S/C30H50O2/c1-18-9-12-27(5)15-16-30(8)25(24(27)19(18)2)20(31)17-22-28(6)13-11-23(32)26(3,4)21(28)10-14-29(22,30)7/h18-19,21-25,32H,9-17H2,1-8H3
• InChI Key: SBAHYKNARCOBND-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₂
• Molecular Weight: 442.70 g/mol
• Exact Mass: 442.381080833 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 8.30
• Atomic LogP (AlogP): 7.28
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5259	52.59%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7721	77.21%
OATP2B1 inhibitior	-	0.7223	72.23%
OATP1B1 inhibitior	+	0.9139	91.39%
OATP1B3 inhibitior	+	0.9811	98.11%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	+	0.7947	79.47%
P-glycoprotein inhibitior	-	0.6531	65.31%
P-glycoprotein substrate	-	0.8469	84.69%
CYP3A4 substrate	+	0.6777	67.77%
CYP2C9 substrate	-	0.5308	53.08%
CYP2D6 substrate	-	0.7538	75.38%
CYP3A4 inhibition	-	0.8637	86.37%
CYP2C9 inhibition	-	0.7599	75.99%
CYP2C19 inhibition	-	0.8480	84.80%
CYP2D6 inhibition	-	0.9682	96.82%
CYP1A2 inhibition	-	0.6719	67.19%
CYP2C8 inhibition	-	0.7362	73.62%
CYP inhibitory promiscuity	-	0.9671	96.71%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6536	65.36%
Eye corrosion	-	0.9782	97.82%
Eye irritation	-	0.9090	90.90%
Skin irritation	+	0.6696	66.96%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.7051	70.51%
Human Ether-a-go-go-Related Gene inhibition	-	0.5910	59.10%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.6790	67.90%
skin sensitisation	+	0.5716	57.16%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6652	66.52%
Acute Oral Toxicity (c)	III	0.8289	82.89%
Estrogen receptor binding	+	0.8114	81.14%
Androgen receptor binding	+	0.7527	75.27%
Thyroid receptor binding	+	0.6262	62.62%
Glucocorticoid receptor binding	+	0.8086	80.86%
Aromatase binding	+	0.7318	73.18%
PPAR gamma	+	0.5339	53.39%
Honey bee toxicity	-	0.7413	74.13%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9563	95.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.67%	82.69%
CHEMBL2581	P07339	Cathepsin D	90.49%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	88.95%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.74%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.23%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.11%	92.94%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.97%	85.30%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.94%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.52%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.93%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.72%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.83%	99.23%

Plants that contains it

• Esenbeckia grandiflora

Cross-Links

• PubChem: 163061895
• LOTUS: LTS0092927
• wikiData: Q104197130