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

Details

• Internal ID: 0da086f4-6214-4f24-876c-831164715402
• 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-16-prop-1-en-2-yl-14-trideca-1,3-dienyl-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadec-3-en-17-yl] acetate
• SMILES (Canonical): CCCCCCCCCC=CC=CC12OC3C4C5C(O5)(C(C6(C(C4(O1)C(C(C3(O2)C(=C)C)OC(=O)C)C)C=C(C6=O)C)O)O)CO
• SMILES (Isomeric): CCCCCCCCCC=CC=CC12OC3C4C5C(O5)(C(C6(C(C4(O1)C(C(C3(O2)C(=C)C)OC(=O)C)C)C=C(C6=O)C)O)O)CO
• InChI: InChI=1S/C36H50O10/c1-7-8-9-10-11-12-13-14-15-16-17-18-33-44-30-26-29-32(20-37,43-29)31(40)34(41)25(19-22(4)27(34)39)36(26,46-33)23(5)28(42-24(6)38)35(30,45-33)21(2)3/h15-19,23,25-26,28-31,37,40-41H,2,7-14,20H2,1,3-6H3
• InChI Key: ADIURPPZKNTYEV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₀O₁₀
• Molecular Weight: 642.80 g/mol
• Exact Mass: 642.34039779 g/mol
• Topological Polar Surface Area (TPSA): 144.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 3.97
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8900	89.00%
Caco-2	-	0.8280	82.80%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7455	74.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7957	79.57%
OATP1B3 inhibitior	+	0.9266	92.66%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8678	86.78%
P-glycoprotein inhibitior	+	0.7528	75.28%
P-glycoprotein substrate	+	0.6014	60.14%
CYP3A4 substrate	+	0.7084	70.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8862	88.62%
CYP3A4 inhibition	-	0.5112	51.12%
CYP2C9 inhibition	-	0.6944	69.44%
CYP2C19 inhibition	-	0.7846	78.46%
CYP2D6 inhibition	-	0.9164	91.64%
CYP1A2 inhibition	-	0.7815	78.15%
CYP2C8 inhibition	+	0.7158	71.58%
CYP inhibitory promiscuity	-	0.8196	81.96%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6185	61.85%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.9111	91.11%
Skin irritation	-	0.5874	58.74%
Skin corrosion	-	0.9245	92.45%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7474	74.74%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8742	87.42%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.7138	71.38%
Acute Oral Toxicity (c)	III	0.4804	48.04%
Estrogen receptor binding	+	0.7632	76.32%
Androgen receptor binding	+	0.7414	74.14%
Thyroid receptor binding	+	0.5516	55.16%
Glucocorticoid receptor binding	+	0.6616	66.16%
Aromatase binding	+	0.6442	64.42%
PPAR gamma	+	0.6488	64.88%
Honey bee toxicity	-	0.8011	80.11%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6539	65.39%
Fish aquatic toxicity	+	0.9939	99.39%

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	97.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.50%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.14%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.12%	99.17%
CHEMBL2996	Q05655	Protein kinase C delta	95.02%	97.79%
CHEMBL4040	P28482	MAP kinase ERK2	94.68%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.22%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.90%	94.80%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	90.21%	92.32%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.10%	90.08%
CHEMBL299	P17252	Protein kinase C alpha	89.87%	98.03%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	89.52%	85.94%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	89.40%	96.90%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.01%	91.24%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.31%	94.62%
CHEMBL3401	O75469	Pregnane X receptor	84.90%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.89%	95.56%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	84.18%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.01%	89.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.00%	100.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	82.18%	92.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.35%	93.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.24%	89.34%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.08%	93.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.15%	96.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.10%	96.47%

Plants that contains it

• Pimelea simplex
• Wikstroemia retusa

Cross-Links

• PubChem: 75069613
• LOTUS: LTS0146782
• wikiData: Q104909601