[6,7-Dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-nona-1,3-dienyl-5-oxo-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] acetate

Details

• Internal ID: ce87cb52-afb7-48e3-9118-d711e13d4b91
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Rhamnofolane and daphnane diterpenoids
• IUPAC Name: [6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-nona-1,3-dienyl-5-oxo-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] acetate
• SMILES (Canonical): CCCCCC=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): CCCCCC=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/C32H42O10/c1-7-8-9-10-11-12-13-14-29-40-26-22-25-28(16-33,39-25)27(36)30(37)21(15-18(4)23(30)35)32(22,42-29)19(5)24(38-20(6)34)31(26,41-29)17(2)3/h11-15,19,21-22,24-27,33,36-37H,2,7-10,16H2,1,3-6H3
• InChI Key: NHELFTYSELEEFD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₂O₁₀
• Molecular Weight: 586.70 g/mol
• Exact Mass: 586.27779753 g/mol
• Topological Polar Surface Area (TPSA): 144.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.41
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8797	87.97%
Caco-2	-	0.8032	80.32%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7178	71.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7882	78.82%
OATP1B3 inhibitior	+	0.9319	93.19%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7696	76.96%
P-glycoprotein inhibitior	+	0.7402	74.02%
P-glycoprotein substrate	+	0.5927	59.27%
CYP3A4 substrate	+	0.7052	70.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8862	88.62%
CYP3A4 inhibition	+	0.5131	51.31%
CYP2C9 inhibition	-	0.6929	69.29%
CYP2C19 inhibition	-	0.7760	77.60%
CYP2D6 inhibition	-	0.9119	91.19%
CYP1A2 inhibition	-	0.7777	77.77%
CYP2C8 inhibition	+	0.7040	70.40%
CYP inhibitory promiscuity	-	0.7597	75.97%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5936	59.36%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.9129	91.29%
Skin irritation	-	0.6041	60.41%
Skin corrosion	-	0.9175	91.75%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6557	65.57%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8650	86.50%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.7127	71.27%
Acute Oral Toxicity (c)	III	0.5736	57.36%
Estrogen receptor binding	+	0.7333	73.33%
Androgen receptor binding	+	0.7354	73.54%
Thyroid receptor binding	+	0.5816	58.16%
Glucocorticoid receptor binding	+	0.6726	67.26%
Aromatase binding	+	0.6845	68.45%
PPAR gamma	+	0.6188	61.88%
Honey bee toxicity	-	0.8011	80.11%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5402	54.02%
Fish aquatic toxicity	+	0.9887	98.87%

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	97.55%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.46%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.35%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.24%	99.17%
CHEMBL2996	Q05655	Protein kinase C delta	93.34%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.22%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	90.93%	83.82%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	90.21%	92.32%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	89.40%	96.90%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.87%	94.80%
CHEMBL299	P17252	Protein kinase C alpha	87.86%	98.03%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.52%	91.24%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	85.80%	85.94%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.59%	90.08%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	85.35%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.11%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.77%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.09%	89.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.03%	94.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.35%	93.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.15%	96.95%

Plants that contains it

• Daphne genkwa

Cross-Links

• PubChem: 73227522
• LOTUS: LTS0169659
• wikiData: Q105179335