Adenanthin

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	3d4885ad-5f2c-4c22-835f-5bb028d8d950
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name	[(1R,2R,4R,6S,8S,9S,10S,11S,13S)-2,8-diacetyloxy-6-hydroxy-5,5,9-trimethyl-14-methylidene-3,15-dioxo-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate
SMILES (Canonical)	CC(=O)OC1CC2CC3(C1C4(C(CC(C(C4C(=O)C3OC(=O)C)(C)C)O)OC(=O)C)C)C(=O)C2=C
SMILES (Isomeric)	CC(=O)O[C@H]1C[C@@H]2C[C@]3([C@@H]1[C@@]4([C@H](C[C@@H](C([C@H]4C(=O)[C@@H]3OC(=O)C)(C)C)O)OC(=O)C)C)C(=O)C2=C
InChI	InChI=1S/C26H34O9/c1-11-15-8-16(33-12(2)27)20-25(7)18(34-13(3)28)9-17(30)24(5,6)21(25)19(31)23(35-14(4)29)26(20,10-15)22(11)32/h15-18,20-21,23,30H,1,8-10H2,2-7H3/t15-,16+,17+,18+,20+,21-,23+,25+,26+/m1/s1
InChI Key	WQVYSFSBBFDGRG-FYHXSELJSA-N
Popularity	15 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₆H₃₄O₉
Molecular Weight	490.50 g/mol
Exact Mass	490.22028266 g/mol
Topological Polar Surface Area (TPSA)	133.00 Å²
XlogP	1.80
Atomic LogP (AlogP)	1.93
H-Bond Acceptor	9
H-Bond Donor	1
Rotatable Bonds	3

Synonyms

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Adenanthin A

111917-59-0

(1S,3S,4aR,6R,6aR,9S,11S,11aS,11bS)-3-hydroxy-4,4,11b-trimethyl-8-methylene-5,7-dioxotetradecahydro-6a,9-methanocyclohepta[a]naphthalene-1,6,11-triyl triacetate

AdenanthinA

Adenanthin-A

CHEMBL513653

[(1R,2R,4R,6S,8S,9S,10S,11S,13S)-2,8-diacetyloxy-6-hydroxy-5,5,9-trimethyl-14-methylidene-3,15-dioxo-11-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate

HY-N2819

AKOS032962103

CS-0023382

There are more than 10 synonyms. If you wish to see them all click here.

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	+	0.9929	99.29%
Caco-2	-	0.6391	63.91%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6942	69.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8966	89.66%
OATP1B3 inhibitior	+	0.8549	85.49%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.6952	69.52%
P-glycoprotein substrate	-	0.6555	65.55%
CYP3A4 substrate	+	0.6728	67.28%
CYP2C9 substrate	-	0.7947	79.47%
CYP2D6 substrate	-	0.8731	87.31%
CYP3A4 inhibition	-	0.6716	67.16%
CYP2C9 inhibition	-	0.8655	86.55%
CYP2C19 inhibition	-	0.8084	80.84%
CYP2D6 inhibition	-	0.9342	93.42%
CYP1A2 inhibition	-	0.8523	85.23%
CYP2C8 inhibition	-	0.6309	63.09%
CYP inhibitory promiscuity	-	0.9479	94.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6077	60.77%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.8598	85.98%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.5664	56.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5740	57.40%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5450	54.50%
skin sensitisation	-	0.5531	55.31%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.8151	81.51%
Acute Oral Toxicity (c)	I	0.3209	32.09%
Estrogen receptor binding	+	0.8331	83.31%
Androgen receptor binding	+	0.6596	65.96%
Thyroid receptor binding	+	0.5552	55.52%
Glucocorticoid receptor binding	+	0.7391	73.91%
Aromatase binding	+	0.6433	64.33%
PPAR gamma	+	0.6797	67.97%
Honey bee toxicity	-	0.5906	59.06%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9940	99.40%

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.73%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.20%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.71%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	89.65%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.51%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.82%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.34%	91.07%
CHEMBL2581	P07339	Cathepsin D	85.06%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.77%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.71%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.40%	99.23%
CHEMBL259	P32245	Melanocortin receptor 4	81.34%	95.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.36%	86.33%

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.

Isodon wikstroemioides