SiphonolD

Details

• Internal ID: c1454755-4fe3-4be2-aed5-3c3539311d84
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(2R,4R,4aS,4bS,5R,6S,7S,8aS,10R,10aR)-6,7-diacetyloxy-4b-(acetyloxymethyl)-5-benzoyloxy-2-ethenyl-10,10a-dihydroxy-2,8,8-trimethyl-1-oxo-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-4-yl] benzoate
• SMILES (Canonical): CC(=O)OCC12C(CC(C3(C1C(CC(C3=O)(C)C=C)OC(=O)C4=CC=CC=C4)O)O)C(C(C(C2OC(=O)C5=CC=CC=C5)OC(=O)C)OC(=O)C)(C)C
• SMILES (Isomeric): CC(=O)OC[C@]12[C@@H](C[C@H]([C@@]3([C@@H]1[C@@H](C[C@](C3=O)(C)C=C)OC(=O)C4=CC=CC=C4)O)O)C([C@@H]([C@@H]([C@@H]2OC(=O)C5=CC=CC=C5)OC(=O)C)OC(=O)C)(C)C
• InChI: InChI=1S/C40H46O13/c1-8-38(7)20-27(52-34(45)25-15-11-9-12-16-25)31-39(21-49-22(2)41)28(19-29(44)40(31,48)36(38)47)37(5,6)32(51-24(4)43)30(50-23(3)42)33(39)53-35(46)26-17-13-10-14-18-26/h8-18,27-33,44,48H,1,19-21H2,2-7H3/t27-,28+,29-,30+,31-,32-,33+,38+,39+,40+/m1/s1
• InChI Key: JVVJQHQBRIQJKT-HZYAOAIPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₆O₁₃
• Molecular Weight: 734.80 g/mol
• Exact Mass: 734.29384152 g/mol
• Topological Polar Surface Area (TPSA): 189.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.78
• H-Bond Acceptor: 13
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9737	97.37%
Caco-2	-	0.8266	82.66%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8475	84.75%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8626	86.26%
OATP1B3 inhibitior	+	0.8733	87.33%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9956	99.56%
P-glycoprotein inhibitior	+	0.8512	85.12%
P-glycoprotein substrate	-	0.5261	52.61%
CYP3A4 substrate	+	0.6938	69.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8702	87.02%
CYP3A4 inhibition	+	0.5582	55.82%
CYP2C9 inhibition	-	0.8128	81.28%
CYP2C19 inhibition	-	0.7647	76.47%
CYP2D6 inhibition	-	0.9477	94.77%
CYP1A2 inhibition	-	0.6505	65.05%
CYP2C8 inhibition	+	0.6156	61.56%
CYP inhibitory promiscuity	-	0.9500	95.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6868	68.68%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.8990	89.90%
Skin irritation	-	0.7142	71.42%
Skin corrosion	-	0.9578	95.78%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7925	79.25%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8048	80.48%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6171	61.71%
Acute Oral Toxicity (c)	III	0.5760	57.60%
Estrogen receptor binding	+	0.7802	78.02%
Androgen receptor binding	+	0.7160	71.60%
Thyroid receptor binding	+	0.6458	64.58%
Glucocorticoid receptor binding	+	0.7639	76.39%
Aromatase binding	+	0.6203	62.03%
PPAR gamma	+	0.7228	72.28%
Honey bee toxicity	-	0.6686	66.86%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
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
CHEMBL1951	P21397	Monoamine oxidase A	99.14%	91.49%
CHEMBL221	P23219	Cyclooxygenase-1	97.91%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.37%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.10%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.09%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.81%	82.69%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.19%	94.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.32%	96.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.10%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.86%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.24%	91.07%
CHEMBL240	Q12809	HERG	87.12%	89.76%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.73%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	84.16%	91.19%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.55%	97.21%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.54%	94.08%
CHEMBL5028	O14672	ADAM10	82.50%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.41%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.25%	95.89%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.20%	89.34%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.91%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.08%	99.23%

Plants that contains it

• Angelica ursina
• Ardisia macrocarpa
• Cenchrus americanus
• Chlorophytum malayense
• Clausena indica
• Empetrum nigrum
• Ephedra lomatolepis
• Euonymus maackii
• Gentiana olivieri
• Jateorhiza palmata
• Lindera umbellata
• Morus notabilis
• Nicotiana gossei
• Orthosiphon aristatus var. aristatus
• Picradeniopsis oppositifolia
• Pinus halepensis
• Pinus thunbergii
• Pterocaulon rugosum
• Rauvolfia tetraphylla
• Salvia prionitis
• Satureja montana
• Saussurea triangulata
• Senecio grandiflorus
• Stephania succifera
• Stevia salicifolia
• Tetraria capillaris
• Teucrium alyssifolium
• Vernonanthura serratuloides
• Zephyranthes carinata

Cross-Links

• PubChem: 11828707
• NPASS: NPC286206
• LOTUS: LTS0194998
• wikiData: Q105135985