[6,7-Dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-5-oxo-14-phenyl-16-prop-1-en-2-yl-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadec-3-en-17-yl] deca-2,4-dienoate

Details

• Internal ID: 4c928dd6-6405-488d-91b1-0ddba49d5f74
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
• IUPAC Name: [6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-5-oxo-14-phenyl-16-prop-1-en-2-yl-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadec-3-en-17-yl] deca-2,4-dienoate
• SMILES (Canonical): CCCCCC=CC=CC(=O)OC1C(C23C4C=C(C(=O)C4(C(C5(C(C2C6C1(OC(O6)(O3)C7=CC=CC=C7)C(=C)C)O5)CO)O)O)C)C
• SMILES (Isomeric): CCCCCC=CC=CC(=O)OC1C(C23C4C=C(C(=O)C4(C(C5(C(C2C6C1(OC(O6)(O3)C7=CC=CC=C7)C(=C)C)O5)CO)O)O)C)C
• InChI: InChI=1S/C37H44O10/c1-6-7-8-9-10-11-15-18-26(39)43-29-23(5)36-25-19-22(4)28(40)34(25,42)32(41)33(20-38)30(44-33)27(36)31-35(29,21(2)3)46-37(45-31,47-36)24-16-13-12-14-17-24/h10-19,23,25,27,29-32,38,41-42H,2,6-9,20H2,1,3-5H3
• InChI Key: OBYWPUMYSJSSFH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₄O₁₀
• Molecular Weight: 648.70 g/mol
• Exact Mass: 648.29344760 g/mol
• Topological Polar Surface Area (TPSA): 144.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9182	91.82%
Caco-2	-	0.8246	82.46%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7248	72.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7845	78.45%
OATP1B3 inhibitior	+	0.9249	92.49%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8092	80.92%
P-glycoprotein inhibitior	+	0.7888	78.88%
P-glycoprotein substrate	+	0.6567	65.67%
CYP3A4 substrate	+	0.7088	70.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8773	87.73%
CYP3A4 inhibition	+	0.6892	68.92%
CYP2C9 inhibition	-	0.6794	67.94%
CYP2C19 inhibition	-	0.7537	75.37%
CYP2D6 inhibition	-	0.9044	90.44%
CYP1A2 inhibition	-	0.7534	75.34%
CYP2C8 inhibition	+	0.7789	77.89%
CYP inhibitory promiscuity	-	0.6307	63.07%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5929	59.29%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.9100	91.00%
Skin irritation	-	0.6565	65.65%
Skin corrosion	-	0.9215	92.15%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8209	82.09%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8600	86.00%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6638	66.38%
Acute Oral Toxicity (c)	III	0.4374	43.74%
Estrogen receptor binding	+	0.7238	72.38%
Androgen receptor binding	+	0.7400	74.00%
Thyroid receptor binding	+	0.6136	61.36%
Glucocorticoid receptor binding	+	0.6617	66.17%
Aromatase binding	+	0.6125	61.25%
PPAR gamma	+	0.6630	66.30%
Honey bee toxicity	-	0.7890	78.90%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5048	50.48%
Fish aquatic toxicity	+	0.9959	99.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.74%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.48%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.76%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.01%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.27%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.86%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.48%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.81%	99.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	92.66%	94.08%
CHEMBL221	P23219	Cyclooxygenase-1	90.17%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.89%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	87.22%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.03%	96.95%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.96%	83.00%
CHEMBL299	P17252	Protein kinase C alpha	85.93%	98.03%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.85%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.63%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.50%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	83.00%	97.79%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.58%	92.32%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	81.65%	92.08%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.42%	96.90%

Plants that contains it

• Daphne acutiloba

Cross-Links

• PubChem: 428493
• LOTUS: LTS0150654
• wikiData: Q105189225