(4aR,6aR,6bS,8aR,12aS,14aR,14bS)-8a-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-2,4a,5,6,7,9,10,12,12a,14a-decahydro-1H-picene-3,8,14-trione

Details

• Internal ID: c11d917a-34d5-4b42-8360-59705d5ab0fe
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (4aR,6aR,6bS,8aR,12aS,14aR,14bS)-8a-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-2,4a,5,6,7,9,10,12,12a,14a-decahydro-1H-picene-3,8,14-trione
• InChI: InChI=1S/C29H42O4/c1-24(2)12-13-29(33)18(15-24)17-14-19(30)23-26(5)10-9-21(31)25(3,4)20(26)8-11-27(23,6)28(17,7)16-22(29)32/h14,18,20,23,33H,8-13,15-16H2,1-7H3/t18-,20-,23+,26-,27+,28+,29+/m0/s1
• InChI Key: COXCEEUUDNDLLZ-ZXMRIKSFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₂O₄
• Molecular Weight: 454.60 g/mol
• Exact Mass: 454.30830982 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 5.46
• H-Bond Acceptor: 4
• 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	+	0.9971	99.71%
Caco-2	+	0.5512	55.12%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8645	86.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7225	72.25%
OATP1B3 inhibitior	+	0.9017	90.17%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9307	93.07%
P-glycoprotein inhibitior	-	0.4670	46.70%
P-glycoprotein substrate	-	0.7692	76.92%
CYP3A4 substrate	+	0.6514	65.14%
CYP2C9 substrate	-	0.8284	82.84%
CYP2D6 substrate	-	0.8927	89.27%
CYP3A4 inhibition	-	0.7316	73.16%
CYP2C9 inhibition	-	0.9048	90.48%
CYP2C19 inhibition	-	0.9141	91.41%
CYP2D6 inhibition	-	0.9475	94.75%
CYP1A2 inhibition	-	0.9556	95.56%
CYP2C8 inhibition	-	0.6311	63.11%
CYP inhibitory promiscuity	-	0.9649	96.49%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6584	65.84%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9304	93.04%
Skin irritation	+	0.6003	60.03%
Skin corrosion	-	0.9562	95.62%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7380	73.80%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.5542	55.42%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7140	71.40%
Acute Oral Toxicity (c)	III	0.5454	54.54%
Estrogen receptor binding	+	0.7064	70.64%
Androgen receptor binding	+	0.7139	71.39%
Thyroid receptor binding	+	0.7347	73.47%
Glucocorticoid receptor binding	+	0.8673	86.73%
Aromatase binding	+	0.7305	73.05%
PPAR gamma	+	0.5996	59.96%
Honey bee toxicity	-	0.8499	84.99%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9928	99.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	96.02%	94.78%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.22%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.78%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.30%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.88%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.15%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.16%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.58%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.73%	95.89%
CHEMBL2581	P07339	Cathepsin D	84.43%	98.95%
CHEMBL259	P32245	Melanocortin receptor 4	83.94%	95.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.82%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.45%	94.45%

Plants that contains it

• Microglossa pyrifolia

Cross-Links

• PubChem: 162986680
• LOTUS: LTS0264198
• wikiData: Q104967357