22-Hydroxytingenone

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	2f0edb0e-f5c2-4d00-98d2-0adcab0f7d0a
Taxonomy	Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
IUPAC Name	(6aS,6bS,8aR,9S,11R,12aS,14aR)-3,9-dihydroxy-4,6a,6b,8a,11,14a-hexamethyl-7,8,9,11,12,12a,13,14-octahydropicene-2,10-dione
SMILES (Canonical)	CC1CC2C(CCC3(C2(CCC4(C3=CC=C5C4=CC(=O)C(=C5C)O)C)C)C)(C(C1=O)O)C
SMILES (Isomeric)	C[C@@H]1C[C@@H]2[C@@](CC[C@]3([C@]2(CC[C@@]4(C3=CC=C5C4=CC(=O)C(=C5C)O)C)C)C)([C@@H](C1=O)O)C
InChI	InChI=1S/C28H36O4/c1-15-13-21-26(4,24(32)22(15)30)10-12-27(5)20-8-7-17-16(2)23(31)19(29)14-18(17)25(20,3)9-11-28(21,27)6/h7-8,14-15,21,24,31-32H,9-13H2,1-6H3/t15-,21-,24-,25+,26-,27-,28+/m1/s1
InChI Key	QIRUFAFQGKOTKA-ZRWKYKNNSA-N
Popularity	10 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₈H₃₆O₄
Molecular Weight	436.60 g/mol
Exact Mass	436.26135963 g/mol
Topological Polar Surface Area (TPSA)	74.60 Å²
XlogP	4.70
Atomic LogP (AlogP)	5.39
H-Bond Acceptor	4
H-Bond Donor	2
Rotatable Bonds	0

Synonyms

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22-Hydroxytingenone

50656-68-3

(6aS,6bS,8aR,9S,11R,12aS,14aR)-3,9-dihydroxy-4,6a,6b,8a,11,14a-hexamethyl-7,8,9,11,12,12a,13,14-octahydropicene-2,10-dione

D0BU5K

SCHEMBL20957640

DTXSID80964893

AKOS040746410

24,25,26,30-Tetranoroleana-1(10),3,5,7-tetraene-2,21-dione,3,22-dihydroxy-9,13-dimethyl-, (9b,13a,14b,20b,22b)-

24,25,26,30-Tetranoroleana-1(10),3,5,7-tetraene-2,21-dione,3,22-dihydroxy-9,13-dimethyl-,(9.beta.,13.alpha.,14.beta,20.beta.,22.beta.)-

3,9-Dihydroxy-4,6b,8a,11,12b,14a-hexamethyl-7,8,8a,11,12,12a,12b,13,14,14a-decahydropicene-2,10(6bH,9H)-dione

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	+	0.9915	99.15%
Caco-2	+	0.6508	65.08%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8530	85.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8867	88.67%
OATP1B3 inhibitior	+	0.8100	81.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5908	59.08%
BSEP inhibitior	+	0.9712	97.12%
P-glycoprotein inhibitior	-	0.5101	51.01%
P-glycoprotein substrate	-	0.5379	53.79%
CYP3A4 substrate	+	0.6904	69.04%
CYP2C9 substrate	-	0.6830	68.30%
CYP2D6 substrate	-	0.8656	86.56%
CYP3A4 inhibition	-	0.7687	76.87%
CYP2C9 inhibition	-	0.8412	84.12%
CYP2C19 inhibition	-	0.9142	91.42%
CYP2D6 inhibition	-	0.9068	90.68%
CYP1A2 inhibition	-	0.7813	78.13%
CYP2C8 inhibition	+	0.4742	47.42%
CYP inhibitory promiscuity	-	0.8937	89.37%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6183	61.83%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9264	92.64%
Skin irritation	+	0.5881	58.81%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7534	75.34%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5009	50.09%
skin sensitisation	-	0.5582	55.82%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6053	60.53%
Acute Oral Toxicity (c)	III	0.5297	52.97%
Estrogen receptor binding	+	0.7945	79.45%
Androgen receptor binding	+	0.7991	79.91%
Thyroid receptor binding	+	0.7791	77.91%
Glucocorticoid receptor binding	+	0.7717	77.17%
Aromatase binding	+	0.7963	79.63%
PPAR gamma	+	0.6807	68.07%
Honey bee toxicity	-	0.7761	77.61%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	1.0000	100.00%

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.44%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.05%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	90.46%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.79%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.18%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.38%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.01%	94.45%
CHEMBL2581	P07339	Cathepsin D	85.77%	98.95%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	85.49%	95.52%
CHEMBL1937	Q92769	Histone deacetylase 2	85.36%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.08%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.79%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.40%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.97%	93.40%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.74%	96.61%
CHEMBL1951	P21397	Monoamine oxidase A	83.01%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.00%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.58%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.43%	93.99%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.17%	94.78%

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.

Acanthothamnus aphyllus

Adenopeltis serrata

Berberis lambertii

Bituminaria bituminosa

Catha edulis

Centaurea seridis

Chrozophora tinctoria

Cneorum pulverulentum

Dalbergia stipulacea

Delphinium ajacis

Echinochloa crus-galli

Elaeagnus commutata