[(1R,3S,4S,5R,7S,8R,9R,10E,12S,13S,14S)-8,9,13-trihydroxy-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-4-yl] acetate

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	91a31377-862d-457f-93ba-bf49924b8a2c
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name	[(1R,3S,4S,5R,7S,8R,9R,10E,12S,13S,14S)-8,9,13-trihydroxy-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.01,12.05,7]hexadec-10-en-4-yl] acetate
SMILES (Canonical)	CC1CC23C(=O)C(C(C4C(C4(C)C)C(C(C(=CC2(C1O)O3)C)O)O)OC(=O)C)C
SMILES (Isomeric)	C[C@H]1C[C@]23C(=O)[C@H]([C@H]([C@@H]4[C@@H](C4(C)C)[C@H]([C@@H](/C(=C/[C@@]2([C@H]1O)O3)/C)O)O)OC(=O)C)C
InChI	InChI=1S/C22H32O7/c1-9-7-21-18(26)10(2)8-22(21,29-21)19(27)11(3)17(28-12(4)23)14-13(20(14,5)6)16(25)15(9)24/h7,10-11,13-18,24-26H,8H2,1-6H3/b9-7+/t10-,11-,13+,14-,15+,16+,17+,18-,21-,22-/m0/s1
InChI Key	JFZZVNOEGLOJCR-QBHJQEFYSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₂H₃₂O₇
Molecular Weight	408.50 g/mol
Exact Mass	408.21480336 g/mol
Topological Polar Surface Area (TPSA)	117.00 Å²
XlogP	0.50
Atomic LogP (AlogP)	0.99
H-Bond Acceptor	7
H-Bond Donor	3
Rotatable Bonds	1

Synonyms

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There are no found synonyms.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8977	89.77%
Caco-2	-	0.6560	65.60%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7162	71.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8627	86.27%
OATP1B3 inhibitior	+	0.9146	91.46%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6113	61.13%
P-glycoprotein inhibitior	-	0.7390	73.90%
P-glycoprotein substrate	-	0.6624	66.24%
CYP3A4 substrate	+	0.6560	65.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8482	84.82%
CYP3A4 inhibition	-	0.7344	73.44%
CYP2C9 inhibition	-	0.7597	75.97%
CYP2C19 inhibition	-	0.7503	75.03%
CYP2D6 inhibition	-	0.9285	92.85%
CYP1A2 inhibition	-	0.7641	76.41%
CYP2C8 inhibition	-	0.7848	78.48%
CYP inhibitory promiscuity	-	0.9021	90.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5285	52.85%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.9381	93.81%
Skin irritation	-	0.6461	64.61%
Skin corrosion	-	0.9083	90.83%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6178	61.78%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5467	54.67%
skin sensitisation	-	0.7321	73.21%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6264	62.64%
Acute Oral Toxicity (c)	III	0.4123	41.23%
Estrogen receptor binding	+	0.8213	82.13%
Androgen receptor binding	+	0.6644	66.44%
Thyroid receptor binding	+	0.6370	63.70%
Glucocorticoid receptor binding	+	0.6963	69.63%
Aromatase binding	+	0.5658	56.58%
PPAR gamma	+	0.5679	56.79%
Honey bee toxicity	-	0.8129	81.29%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9267	92.67%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.76%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.77%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.42%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.97%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	92.50%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.40%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.74%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.15%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.89%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.84%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.87%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	81.98%	97.79%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.15%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.02%	94.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.