endiandric acid K, rel-

Details

• Internal ID: da94ba10-c9f2-450c-b2d2-808bc817c65e
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: (1R,2R,3R,4S,5S,7S,8R,9S)-4-[3-(1,3-benzodioxol-5-yl)propyl]tetracyclo[5.4.0.02,5.03,9]undec-10-ene-8-carboxylic acid
• SMILES (Canonical): C1C2C3C=CC(C2C(=O)O)C4C3C1C4CCCC5=CC6=C(C=C5)OCO6
• SMILES (Isomeric): C1[C@H]2[C@H]3C=C[C@H]([C@@H]2C(=O)O)[C@H]4[C@@H]3[C@@H]1[C@@H]4CCCC5=CC6=C(C=C5)OCO6
• InChI: InChI=1S/C22H24O4/c23-22(24)21-14-6-5-13-16(21)9-15-12(19(14)20(13)15)3-1-2-11-4-7-17-18(8-11)26-10-25-17/h4-8,12-16,19-21H,1-3,9-10H2,(H,23,24)/t12-,13+,14-,15-,16-,19-,20-,21-/m0/s1
• InChI Key: SMOQNODVPACIFX-CZWRZWPQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₄
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.16745924 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 3.75
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• CHEMBL1821988
• CHEBI:69316
• Rel-Endiandric Acid K
• BDBM50353032
• Q27137657

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9816	98.16%
Caco-2	-	0.5734	57.34%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7459	74.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8696	86.96%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6135	61.35%
P-glycoprotein inhibitior	-	0.6836	68.36%
P-glycoprotein substrate	-	0.7411	74.11%
CYP3A4 substrate	+	0.5595	55.95%
CYP2C9 substrate	-	0.5928	59.28%
CYP2D6 substrate	-	0.8178	81.78%
CYP3A4 inhibition	+	0.6149	61.49%
CYP2C9 inhibition	-	0.5154	51.54%
CYP2C19 inhibition	+	0.5583	55.83%
CYP2D6 inhibition	-	0.6864	68.64%
CYP1A2 inhibition	+	0.7030	70.30%
CYP2C8 inhibition	+	0.4858	48.58%
CYP inhibitory promiscuity	+	0.5666	56.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.4952	49.52%
Eye corrosion	-	0.9653	96.53%
Eye irritation	-	0.9408	94.08%
Skin irritation	-	0.6703	67.03%
Skin corrosion	-	0.9017	90.17%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7391	73.91%
Micronuclear	-	0.7682	76.82%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.6533	65.33%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9033	90.33%
Acute Oral Toxicity (c)	III	0.5971	59.71%
Estrogen receptor binding	+	0.6475	64.75%
Androgen receptor binding	+	0.7453	74.53%
Thyroid receptor binding	-	0.5868	58.68%
Glucocorticoid receptor binding	-	0.4822	48.22%
Aromatase binding	-	0.6567	65.67%
PPAR gamma	-	0.5259	52.59%
Honey bee toxicity	-	0.8057	80.57%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9860	98.60%

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	97.53%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.95%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.09%	96.77%
CHEMBL2581	P07339	Cathepsin D	93.04%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.87%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.68%	94.80%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.74%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.93%	96.95%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	84.28%	96.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.87%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.88%	97.09%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.62%	96.37%

Plants that contains it

• Beilschmiedia tsangii

Cross-Links

• PubChem: 56675688
• LOTUS: LTS0153244
• wikiData: Q27137657