(2R,4aR,6aS,6aR,6bS,8aS,9R,12aS,14aS,14bS)-2-(hydroxymethyl)-2,6a,6a,8a,9,14a-hexamethyl-10-oxo-3,4,5,6,6b,7,8,9,11,12,12a,13,14,14b-tetradecahydro-1H-picene-4a-carboxylic acid

Details

• Internal ID: 5e75c61e-2a1f-4ca0-89fb-572e9c86f4ec
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,4aR,6aS,6aR,6bS,8aS,9R,12aS,14aS,14bS)-2-(hydroxymethyl)-2,6a,6a,8a,9,14a-hexamethyl-10-oxo-3,4,5,6,6b,7,8,9,11,12,12a,13,14,14b-tetradecahydro-1H-picene-4a-carboxylic acid
• SMILES (Canonical): CC1C(=O)CCC2C1(CCC3C2(CCC4(C3(CCC5(C4CC(CC5)(C)CO)C(=O)O)C)C)C)C
• SMILES (Isomeric): C[C@H]1C(=O)CC[C@@H]2[C@@]1(CC[C@H]3[C@]2(CC[C@@]4([C@@]3(CC[C@@]5([C@H]4C[C@](CC5)(C)CO)C(=O)O)C)C)C)C
• InChI: InChI=1S/C30H48O4/c1-19-20(32)7-8-21-26(19,3)10-9-22-27(21,4)12-13-29(6)23-17-25(2,18-31)11-15-30(23,24(33)34)16-14-28(22,29)5/h19,21-23,31H,7-18H2,1-6H3,(H,33,34)/t19-,21+,22-,23-,25+,26+,27-,28+,29-,30-/m0/s1
• InChI Key: QIVLJUFPYIANQG-YKUURQEPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₄
• Molecular Weight: 472.70 g/mol
• Exact Mass: 472.35526001 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.49
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9678	96.78%
Caco-2	-	0.5178	51.78%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8995	89.95%
OATP2B1 inhibitior	-	0.7124	71.24%
OATP1B1 inhibitior	+	0.9089	90.89%
OATP1B3 inhibitior	+	0.8997	89.97%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6531	65.31%
BSEP inhibitior	+	0.7938	79.38%
P-glycoprotein inhibitior	-	0.6622	66.22%
P-glycoprotein substrate	-	0.7321	73.21%
CYP3A4 substrate	+	0.6648	66.48%
CYP2C9 substrate	-	0.6417	64.17%
CYP2D6 substrate	-	0.8649	86.49%
CYP3A4 inhibition	-	0.6202	62.02%
CYP2C9 inhibition	-	0.9148	91.48%
CYP2C19 inhibition	-	0.9611	96.11%
CYP2D6 inhibition	-	0.9622	96.22%
CYP1A2 inhibition	-	0.8485	84.85%
CYP2C8 inhibition	-	0.6969	69.69%
CYP inhibitory promiscuity	-	0.9561	95.61%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7467	74.67%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9328	93.28%
Skin irritation	-	0.6472	64.72%
Skin corrosion	-	0.9737	97.37%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4402	44.02%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.7119	71.19%
skin sensitisation	-	0.9185	91.85%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.4526	45.26%
Acute Oral Toxicity (c)	III	0.7677	76.77%
Estrogen receptor binding	+	0.7028	70.28%
Androgen receptor binding	+	0.6795	67.95%
Thyroid receptor binding	+	0.5841	58.41%
Glucocorticoid receptor binding	+	0.7499	74.99%
Aromatase binding	+	0.7462	74.62%
PPAR gamma	+	0.5426	54.26%
Honey bee toxicity	-	0.8755	87.55%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9837	98.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	91.95%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.00%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.83%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.11%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.76%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.04%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.07%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.79%	82.69%

Plants that contains it

• Euonymus revolutus

Cross-Links

• PubChem: 162893508
• LOTUS: LTS0125701
• wikiData: Q105222421