5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carbaldehyde

Details

• Internal ID: 6c6c5a0e-b7b3-4514-8eb1-692c7a555cf3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carbaldehyde
• SMILES (Canonical): CC1(CCC2(C(C1)C3=CCC4C5(CCC(=O)C(C5CCC4(C3(CC2O)C)C)(C)C)C)C=O)C
• SMILES (Isomeric): CC1(CCC2(C(C1)C3=CCC4C5(CCC(=O)C(C5CCC4(C3(CC2O)C)C)(C)C)C)C=O)C
• InChI: InChI=1S/C30H46O3/c1-25(2)14-15-30(18-31)20(16-25)19-8-9-22-27(5)12-11-23(32)26(3,4)21(27)10-13-28(22,6)29(19,7)17-24(30)33/h8,18,20-22,24,33H,9-17H2,1-7H3
• InChI Key: OPCOVBGQEMYWLI-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): 54.40 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.53
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

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	+	0.5000	50.00%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8654	86.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8811	88.11%
OATP1B3 inhibitior	+	0.9343	93.43%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.9811	98.11%
P-glycoprotein inhibitior	-	0.6404	64.04%
P-glycoprotein substrate	-	0.7486	74.86%
CYP3A4 substrate	+	0.6496	64.96%
CYP2C9 substrate	-	0.8348	83.48%
CYP2D6 substrate	-	0.7785	77.85%
CYP3A4 inhibition	-	0.7898	78.98%
CYP2C9 inhibition	-	0.8192	81.92%
CYP2C19 inhibition	-	0.7231	72.31%
CYP2D6 inhibition	-	0.9552	95.52%
CYP1A2 inhibition	-	0.9192	91.92%
CYP2C8 inhibition	-	0.5841	58.41%
CYP inhibitory promiscuity	-	0.9298	92.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5124	51.24%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9329	93.29%
Skin irritation	+	0.6210	62.10%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4557	45.57%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.5689	56.89%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5823	58.23%
Acute Oral Toxicity (c)	III	0.3917	39.17%
Estrogen receptor binding	+	0.8061	80.61%
Androgen receptor binding	+	0.6897	68.97%
Thyroid receptor binding	+	0.7115	71.15%
Glucocorticoid receptor binding	+	0.8565	85.65%
Aromatase binding	+	0.6651	66.51%
PPAR gamma	+	0.6835	68.35%
Honey bee toxicity	-	0.8460	84.60%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9935	99.35%

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	94.27%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.80%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.49%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	88.11%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.13%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.68%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.37%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.10%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.05%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.92%	89.34%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.91%	95.89%

Plants that contains it

• Ligularia odontomanes

Cross-Links

• PubChem: 73299024
• LOTUS: LTS0163269
• wikiData: Q105195970