(1S,2R,4aS,6aR,6aS,6bR,8aS,10S,12aS,13R,14bR)-10-acetyloxy-13-hydroperoxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

Details

• Internal ID: e82c3d95-0b5d-495b-ba92-9c6f35980225
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,2R,4aS,6aR,6aS,6bR,8aS,10S,12aS,13R,14bR)-10-acetyloxy-13-hydroperoxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
• InChI: InChI=1S/C32H50O6/c1-18-9-14-32(27(34)35)16-15-30(7)21(25(32)19(18)2)17-22(38-36)26-29(6)12-11-24(37-20(3)33)28(4,5)23(29)10-13-31(26,30)8/h17-19,22-26,36H,9-16H2,1-8H3,(H,34,35)/t18-,19+,22-,23-,24+,25-,26-,29+,30-,31-,32+/m1/s1
• InChI Key: DIXPDWXERFUNQD-CIQGJBQPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₀O₆
• Molecular Weight: 530.70 g/mol
• Exact Mass: 530.36073931 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 7.13
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9846	98.46%
Caco-2	-	0.6601	66.01%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8769	87.69%
OATP2B1 inhibitior	-	0.7121	71.21%
OATP1B1 inhibitior	-	0.4222	42.22%
OATP1B3 inhibitior	-	0.3956	39.56%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6821	68.21%
BSEP inhibitior	+	0.8297	82.97%
P-glycoprotein inhibitior	+	0.6226	62.26%
P-glycoprotein substrate	-	0.6801	68.01%
CYP3A4 substrate	+	0.6965	69.65%
CYP2C9 substrate	-	0.5969	59.69%
CYP2D6 substrate	-	0.8783	87.83%
CYP3A4 inhibition	-	0.7872	78.72%
CYP2C9 inhibition	-	0.8494	84.94%
CYP2C19 inhibition	-	0.8943	89.43%
CYP2D6 inhibition	-	0.9378	93.78%
CYP1A2 inhibition	-	0.7520	75.20%
CYP2C8 inhibition	+	0.6186	61.86%
CYP inhibitory promiscuity	-	0.8787	87.87%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8743	87.43%
Carcinogenicity (trinary)	Non-required	0.6485	64.85%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9306	93.06%
Skin irritation	-	0.5275	52.75%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5177	51.77%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.6084	60.84%
skin sensitisation	-	0.5951	59.51%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7994	79.94%
Acute Oral Toxicity (c)	III	0.7016	70.16%
Estrogen receptor binding	+	0.7034	70.34%
Androgen receptor binding	+	0.7285	72.85%
Thyroid receptor binding	+	0.5568	55.68%
Glucocorticoid receptor binding	+	0.7983	79.83%
Aromatase binding	+	0.7394	73.94%
PPAR gamma	+	0.6238	62.38%
Honey bee toxicity	-	0.7304	73.04%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5105	51.05%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.33%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.00%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.60%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.87%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	87.96%	91.19%
CHEMBL2581	P07339	Cathepsin D	87.21%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.08%	82.69%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.61%	85.30%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.83%	93.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.28%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.13%	97.09%

Plants that contains it

• Chaenomeles speciosa

Cross-Links

• PubChem: 163015701
• LOTUS: LTS0186545
• wikiData: Q104981783