Absinthin

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	d893e6cd-a26b-4efe-aced-6d0684437cd5
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
IUPAC Name	(1R,2R,5S,8S,9S,12S,13R,14S,15S,16R,17S,20S,21S,24S)-12,17-dihydroxy-3,8,12,17,21,25-hexamethyl-6,23-dioxaheptacyclo[13.9.2.01,16.02,14.04,13.05,9.020,24]hexacosa-3,25-diene-7,22-dione
SMILES (Canonical)	CC1C2CCC(C3C4C5C=C(C6(C4C(=C3C2OC1=O)C)C5C(CCC7C6OC(=O)C7C)(C)O)C)(C)O
SMILES (Isomeric)	C[C@H]1[C@@H]2CC[C@]([C@@H]3[C@H]4[C@H]5C=C([C@@]6([C@H]4C(=C3[C@H]2OC1=O)C)[C@@H]5[C@@](CC[C@@H]7[C@@H]6OC(=O)[C@H]7C)(C)O)C)(C)O
InChI	InChI=1S/C30H40O6/c1-12-11-18-20-21(30(12)24(18)29(6,34)10-8-17-14(3)27(32)36-25(17)30)15(4)19-22(20)28(5,33)9-7-16-13(2)26(31)35-23(16)19/h11,13-14,16-18,20-25,33-34H,7-10H2,1-6H3/t13-,14-,16-,17-,18+,20-,21-,22-,23-,24-,25-,28-,29-,30+/m0/s1
InChI Key	PZHWYURJZAPXAN-ILOFNVQHSA-N
Popularity	9 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₀H₄₀O₆
Molecular Weight	496.60 g/mol
Exact Mass	496.28248899 g/mol
Topological Polar Surface Area (TPSA)	93.10 Å²
XlogP	2.20
Atomic LogP (AlogP)	3.80
H-Bond Acceptor	6
H-Bond Donor	2
Rotatable Bonds	0

Synonyms

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1362-42-1

Absinthiin

Absynthin

(+)-absinthin

UNII-OE5992O64P

OE5992O64P

NSC 407315

(1R,2R,5S,8S,9S,12S,13R,14S,15S,16R,17S,20S,21S,24S)-12,17-dihydroxy-3,8,12,17,21,25-hexamethyl-6,23-dioxaheptacyclo[13.9.2.0(1,16).0(2,14).0(4,13).0(5,9).0(20,24)]hexacosa-3,25-diene-7,22-dione

NSC-407315

C30H40O6

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	+	0.9904	99.04%
Caco-2	-	0.6673	66.73%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7157	71.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8708	87.08%
OATP1B3 inhibitior	+	0.9379	93.79%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6021	60.21%
BSEP inhibitior	+	0.8169	81.69%
P-glycoprotein inhibitior	+	0.5927	59.27%
P-glycoprotein substrate	-	0.5308	53.08%
CYP3A4 substrate	+	0.6604	66.04%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.7929	79.29%
CYP2C9 inhibition	-	0.8748	87.48%
CYP2C19 inhibition	-	0.9579	95.79%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.6427	64.27%
CYP2C8 inhibition	-	0.6424	64.24%
CYP inhibitory promiscuity	-	0.9517	95.17%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4301	43.01%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9202	92.02%
Skin irritation	+	0.5600	56.00%
Skin corrosion	-	0.7843	78.43%
Ames mutagenesis	-	0.6893	68.93%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6783	67.83%
skin sensitisation	-	0.7319	73.19%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5103	51.03%
Acute Oral Toxicity (c)	III	0.5043	50.43%
Estrogen receptor binding	+	0.7950	79.50%
Androgen receptor binding	+	0.7564	75.64%
Thyroid receptor binding	+	0.5400	54.00%
Glucocorticoid receptor binding	+	0.7482	74.82%
Aromatase binding	+	0.7152	71.52%
PPAR gamma	+	0.7097	70.97%
Honey bee toxicity	-	0.8214	82.14%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9427	94.27%

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
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.47%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.19%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.62%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	87.73%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.26%	96.09%
CHEMBL325	Q13547	Histone deacetylase 1	85.04%	95.92%
CHEMBL1951	P21397	Monoamine oxidase A	84.65%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.16%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.41%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.31%	89.00%
CHEMBL2581	P07339	Cathepsin D	82.77%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.69%	93.04%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.85%	93.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.33%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.26%	99.23%

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.