(4S,5R,6R)-6-henicos-12-enyl-4,5,6-trihydroxycyclohex-2-en-1-one

Details

• Internal ID: 84fb0d80-47fc-474d-8731-528c5f02db72
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4S,5R,6R)-6-henicos-12-enyl-4,5,6-trihydroxycyclohex-2-en-1-one
• SMILES (Canonical): CCCCCCCCC=CCCCCCCCCCCCC1(C(C(C=CC1=O)O)O)O
• SMILES (Isomeric): CCCCCCCCC=CCCCCCCCCCCC[C@]1([C@@H]([C@H](C=CC1=O)O)O)O
• InChI: InChI=1S/C27H48O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-23-27(31)25(29)22-21-24(28)26(27)30/h9-10,21-22,24,26,28,30-31H,2-8,11-20,23H2,1H3/t24-,26+,27-/m0/s1
• InChI Key: IPUMBTXUZKFJIY-OIKPOIBNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₈O₄
• Molecular Weight: 436.70 g/mol
• Exact Mass: 436.35526001 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 8.10
• Atomic LogP (AlogP): 6.18
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9363	93.63%
Caco-2	-	0.7724	77.24%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8033	80.33%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8263	82.63%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8838	88.38%
BSEP inhibitior	-	0.5053	50.53%
P-glycoprotein inhibitior	-	0.6075	60.75%
P-glycoprotein substrate	-	0.7757	77.57%
CYP3A4 substrate	+	0.5089	50.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8705	87.05%
CYP3A4 inhibition	-	0.7420	74.20%
CYP2C9 inhibition	-	0.8697	86.97%
CYP2C19 inhibition	-	0.8058	80.58%
CYP2D6 inhibition	-	0.8813	88.13%
CYP1A2 inhibition	-	0.8247	82.47%
CYP2C8 inhibition	-	0.9009	90.09%
CYP inhibitory promiscuity	-	0.9556	95.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6993	69.93%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.8058	80.58%
Skin irritation	+	0.5670	56.70%
Skin corrosion	-	0.9120	91.20%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4371	43.71%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.5713	57.13%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7246	72.46%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.4903	49.03%
Acute Oral Toxicity (c)	III	0.6596	65.96%
Estrogen receptor binding	+	0.6422	64.22%
Androgen receptor binding	-	0.5385	53.85%
Thyroid receptor binding	-	0.4899	48.99%
Glucocorticoid receptor binding	-	0.4823	48.23%
Aromatase binding	-	0.7934	79.34%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9857	98.57%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.8375	83.75%
Fish aquatic toxicity	+	0.9638	96.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.76%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.28%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.58%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.42%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.74%	92.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.19%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	87.23%	90.17%
CHEMBL299	P17252	Protein kinase C alpha	83.99%	98.03%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.92%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.24%	89.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.19%	92.86%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.09%	86.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.08%	96.90%

Plants that contains it

• Pleiogynium timoriense

Cross-Links

• PubChem: 163076129
• LOTUS: LTS0206103
• wikiData: Q105117515