3-[(Z)-heptadec-8-enyl]-4-[2-[(Z)-heptadec-8-enyl]-4,6-dihydroxyphenyl]-5-hydroxy-6-methylcyclohexa-3,5-diene-1,2-dione

Details

• Internal ID: 03a02394-1db9-4162-a6cf-175469fbe95e
• Taxonomy: Benzenoids > Phenols > Benzenediols > Resorcinols
• IUPAC Name: 3-[(Z)-heptadec-8-enyl]-4-[2-[(Z)-heptadec-8-enyl]-4,6-dihydroxyphenyl]-5-hydroxy-6-methylcyclohexa-3,5-diene-1,2-dione
• SMILES (Canonical): CCCCCCCCC=CCCCCCCCC1=C(C(=CC(=C1)O)O)C2=C(C(=O)C(=O)C(=C2O)C)CCCCCCCC=CCCCCCCCC
• SMILES (Isomeric): CCCCCCCC/C=C\CCCCCCCC1=C(C(=CC(=C1)O)O)C2=C(C(=O)C(=O)C(=C2O)C)CCCCCCC/C=C\CCCCCCCC
• InChI: InChI=1S/C47H74O5/c1-4-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-39-36-40(48)37-42(49)43(39)44-41(47(52)46(51)38(3)45(44)50)35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-5-2/h18-21,36-37,48-50H,4-17,22-35H2,1-3H3/b20-18-,21-19-
• InChI Key: XARMGNPNVPQLHQ-AUYXYSRISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₄O₅
• Molecular Weight: 719.10 g/mol
• Exact Mass: 718.55362546 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 16.60
• Atomic LogP (AlogP): 14.06
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 31

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9809	98.09%
Caco-2	-	0.8086	80.86%
Blood Brain Barrier	-	0.5601	56.01%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8435	84.35%
OATP2B1 inhibitior	-	0.5706	57.06%
OATP1B1 inhibitior	+	0.8586	85.86%
OATP1B3 inhibitior	+	0.9078	90.78%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8314	83.14%
BSEP inhibitior	+	0.9530	95.30%
P-glycoprotein inhibitior	+	0.7408	74.08%
P-glycoprotein substrate	-	0.7583	75.83%
CYP3A4 substrate	+	0.5784	57.84%
CYP2C9 substrate	-	0.7925	79.25%
CYP2D6 substrate	-	0.8540	85.40%
CYP3A4 inhibition	+	0.5470	54.70%
CYP2C9 inhibition	+	0.5052	50.52%
CYP2C19 inhibition	+	0.5553	55.53%
CYP2D6 inhibition	-	0.7080	70.80%
CYP1A2 inhibition	+	0.6592	65.92%
CYP2C8 inhibition	+	0.6120	61.20%
CYP inhibitory promiscuity	+	0.7345	73.45%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8423	84.23%
Carcinogenicity (trinary)	Non-required	0.7028	70.28%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.8358	83.58%
Skin irritation	-	0.6945	69.45%
Skin corrosion	-	0.8961	89.61%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3682	36.82%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6210	62.10%
skin sensitisation	-	0.6551	65.51%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5779	57.79%
Acute Oral Toxicity (c)	III	0.5130	51.30%
Estrogen receptor binding	+	0.7612	76.12%
Androgen receptor binding	+	0.7920	79.20%
Thyroid receptor binding	-	0.5928	59.28%
Glucocorticoid receptor binding	+	0.6163	61.63%
Aromatase binding	-	0.5785	57.85%
PPAR gamma	+	0.6239	62.39%
Honey bee toxicity	-	0.9279	92.79%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.8222	82.22%
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
CHEMBL2581	P07339	Cathepsin D	98.30%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.37%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.56%	99.17%
CHEMBL230	P35354	Cyclooxygenase-2	95.30%	89.63%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.03%	92.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.43%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	93.13%	94.73%
CHEMBL1929	P47989	Xanthine dehydrogenase	90.69%	96.12%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.22%	96.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.97%	95.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.93%	89.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	88.97%	92.68%
CHEMBL1781	P11387	DNA topoisomerase I	88.11%	97.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.19%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.74%	90.71%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.60%	94.80%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.53%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.75%	93.99%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.51%	97.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.13%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	82.63%	94.75%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.04%	96.25%
CHEMBL4208	P20618	Proteasome component C5	80.31%	90.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.24%	91.71%

Plants that contains it

• Ardisia gigantifolia

Cross-Links

• PubChem: 44138867
• LOTUS: LTS0275184
• wikiData: Q105324081