4,7-Dihydroxy-1-[3-(hydroxymethyl)-5-methyl-6-phenylhex-3-enyl]-6-(3-hydroxy-6-methyloctanoyl)oxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid

Details

• Internal ID: b5001a57-78a0-4116-843b-ca653d5d6305
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: 4,7-dihydroxy-1-[3-(hydroxymethyl)-5-methyl-6-phenylhex-3-enyl]-6-(3-hydroxy-6-methyloctanoyl)oxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid
• SMILES (Canonical): CCC(C)CCC(CC(=O)OC1C(C2(OC(C(C1(O2)C(=O)O)(C(=O)O)O)C(=O)O)CCC(=CC(C)CC3=CC=CC=C3)CO)O)O
• SMILES (Isomeric): CCC(C)CCC(CC(=O)OC1C(C2(OC(C(C1(O2)C(=O)O)(C(=O)O)O)C(=O)O)CCC(=CC(C)CC3=CC=CC=C3)CO)O)O
• InChI: InChI=1S/C32H44O14/c1-4-18(2)10-11-22(34)16-23(35)44-25-24(36)30(13-12-21(17-33)15-19(3)14-20-8-6-5-7-9-20)45-26(27(37)38)31(43,28(39)40)32(25,46-30)29(41)42/h5-9,15,18-19,22,24-26,33-34,36,43H,4,10-14,16-17H2,1-3H3,(H,37,38)(H,39,40)(H,41,42)
• InChI Key: OMEMVJMIOZAGTQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₄O₁₄
• Molecular Weight: 652.70 g/mol
• Exact Mass: 652.27310607 g/mol
• Topological Polar Surface Area (TPSA): 238.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.26
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8430	84.30%
Caco-2	-	0.8673	86.73%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7534	75.34%
OATP2B1 inhibitior	-	0.8626	86.26%
OATP1B1 inhibitior	+	0.8349	83.49%
OATP1B3 inhibitior	+	0.9130	91.30%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6852	68.52%
P-glycoprotein inhibitior	+	0.6745	67.45%
P-glycoprotein substrate	+	0.6469	64.69%
CYP3A4 substrate	+	0.6860	68.60%
CYP2C9 substrate	-	0.5974	59.74%
CYP2D6 substrate	-	0.8778	87.78%
CYP3A4 inhibition	+	0.6058	60.58%
CYP2C9 inhibition	-	0.7388	73.88%
CYP2C19 inhibition	-	0.8333	83.33%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.8547	85.47%
CYP2C8 inhibition	+	0.7247	72.47%
CYP inhibitory promiscuity	-	0.8976	89.76%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6003	60.03%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9171	91.71%
Skin irritation	-	0.5179	51.79%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5066	50.66%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5519	55.19%
skin sensitisation	-	0.9036	90.36%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6343	63.43%
Acute Oral Toxicity (c)	III	0.3777	37.77%
Estrogen receptor binding	+	0.7807	78.07%
Androgen receptor binding	+	0.7291	72.91%
Thyroid receptor binding	+	0.5214	52.14%
Glucocorticoid receptor binding	+	0.7056	70.56%
Aromatase binding	+	0.6085	60.85%
PPAR gamma	+	0.6300	63.00%
Honey bee toxicity	-	0.7278	72.78%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9893	98.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	99.10%	90.17%
CHEMBL2581	P07339	Cathepsin D	98.40%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.52%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	96.43%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	95.24%	94.08%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	92.88%	94.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.79%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.61%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.16%	95.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.68%	97.29%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.31%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.83%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.72%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.27%	95.89%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	84.47%	94.97%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.95%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	83.57%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.55%	85.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.50%	96.61%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.30%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.05%	99.23%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.88%	82.50%

Plants that contains it

• Coleus sanguineus

Cross-Links

• PubChem: 163033223
• LOTUS: LTS0243211
• wikiData: Q105338252