7alpha-Acetoxydeacetylbotryenedial

Details

• Internal ID: 8271e9e5-7591-4b4b-9f66-926f1092b6b9
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acid derivatives > Carboxylic acid esters
• IUPAC Name: [(1R,2R,3aR,4S,6R)-1,7-diformyl-4-hydroxy-1,3,3,6-tetramethyl-3a,4,5,6-tetrahydro-2H-inden-2-yl] acetate
• SMILES (Canonical): CC1CC(C2C(=C1C=O)C(C(C2(C)C)OC(=O)C)(C)C=O)O
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@H]2C(=C1C=O)[C@@]([C@@H](C2(C)C)OC(=O)C)(C)C=O)O
• InChI: InChI=1S/C17H24O5/c1-9-6-12(21)14-13(11(9)7-18)17(5,8-19)15(16(14,3)4)22-10(2)20/h7-9,12,14-15,21H,6H2,1-5H3/t9-,12+,14-,15-,17-/m1/s1
• InChI Key: LOZDGOGEQSPGNS-RTNSRKOKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₅
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.16237386 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.68
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	-	0.5207	52.07%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7315	73.15%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8572	85.72%
OATP1B3 inhibitior	+	0.9233	92.33%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9147	91.47%
P-glycoprotein inhibitior	-	0.8462	84.62%
P-glycoprotein substrate	-	0.7449	74.49%
CYP3A4 substrate	+	0.6007	60.07%
CYP2C9 substrate	-	0.7828	78.28%
CYP2D6 substrate	-	0.8961	89.61%
CYP3A4 inhibition	-	0.8084	80.84%
CYP2C9 inhibition	-	0.8354	83.54%
CYP2C19 inhibition	-	0.9120	91.20%
CYP2D6 inhibition	-	0.9569	95.69%
CYP1A2 inhibition	-	0.8688	86.88%
CYP2C8 inhibition	-	0.8373	83.73%
CYP inhibitory promiscuity	-	0.9382	93.82%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8413	84.13%
Carcinogenicity (trinary)	Non-required	0.4868	48.68%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.9695	96.95%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	+	0.6146	61.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.6812	68.12%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	+	0.4911	49.11%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6712	67.12%
Acute Oral Toxicity (c)	III	0.4099	40.99%
Estrogen receptor binding	+	0.6750	67.50%
Androgen receptor binding	-	0.4893	48.93%
Thyroid receptor binding	-	0.5611	56.11%
Glucocorticoid receptor binding	-	0.5411	54.11%
Aromatase binding	-	0.5778	57.78%
PPAR gamma	+	0.5418	54.18%
Honey bee toxicity	-	0.6044	60.44%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5055	50.55%
Fish aquatic toxicity	+	0.9702	97.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.05%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.92%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.93%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	89.54%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.31%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.89%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.73%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.20%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.27%	89.00%

Plants that contains it

• Baccharis pedunculata
• Simaba orinocensis

Cross-Links

• PubChem: 102034772
• LOTUS: LTS0040944
• wikiData: Q105215927