Trichorabdal A

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	fb87df53-6d6b-49ee-83a1-a724a63f6071
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name	(1S,1'R,5R,6S,7R,9S)-7-hydroxy-2',2'-dimethyl-10-methylidene-2,11-dioxospiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,6'-cyclohexane]-1'-carbaldehyde
SMILES (Canonical)	CC1(CCCC2(C1C=O)COC(=O)C34C2C(CC(C3)C(=C)C4=O)O)C
SMILES (Isomeric)	CC1(CCC[C@@]2([C@@H]1C=O)COC(=O)[C@]34[C@H]2[C@@H](C[C@H](C3)C(=C)C4=O)O)C
InChI	InChI=1S/C20H26O5/c1-11-12-7-13(22)15-19(6-4-5-18(2,3)14(19)9-21)10-25-17(24)20(15,8-12)16(11)23/h9,12-15,22H,1,4-8,10H2,2-3H3/t12-,13-,14-,15+,19+,20+/m1/s1
InChI Key	KIJKAQHLSSAHOL-HZWIUQJVSA-N
Popularity	3 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₀H₂₆O₅
Molecular Weight	346.40 g/mol
Exact Mass	346.17802393 g/mol
Topological Polar Surface Area (TPSA)	80.70 Å²
XlogP	2.20
Atomic LogP (AlogP)	2.07
H-Bond Acceptor	5
H-Bond Donor	1
Rotatable Bonds	1

Synonyms

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85329-59-5

(-)-Trichorabdal A

(1S,1'R,5R,6S,7R,9S)-7-hydroxy-2',2'-dimethyl-10-methylidene-2,11-dioxospiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,6'-cyclohexane]-1'-carbaldehyde

Spiro(cyclohexane-1,4'(3'H)-(1H-7,9a)methanocyclohepta(c)pyran)-2-carboxaldehyde, hexahydro-5'-hydroxy-3,3-dimethyl-8'-methylene-1',9'-dioxo, (4R-(4'alpha(R*),4'aalpha,5'beta,7'beta,9'abeta))-

SCHEMBL723312

KIJKAQHLSSAHOL-HZWIUQJVSA-

HY-N1128

AKOS040762448

FS-9103

CS-0016416

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	+	0.9713	97.13%
Caco-2	+	0.6264	62.64%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7657	76.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8131	81.31%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5869	58.69%
P-glycoprotein inhibitior	-	0.7390	73.90%
P-glycoprotein substrate	-	0.6883	68.83%
CYP3A4 substrate	+	0.6355	63.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8680	86.80%
CYP3A4 inhibition	-	0.7663	76.63%
CYP2C9 inhibition	-	0.8191	81.91%
CYP2C19 inhibition	-	0.8697	86.97%
CYP2D6 inhibition	-	0.9348	93.48%
CYP1A2 inhibition	-	0.7203	72.03%
CYP2C8 inhibition	-	0.6790	67.90%
CYP inhibitory promiscuity	-	0.9623	96.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6566	65.66%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9320	93.20%
Skin irritation	+	0.5240	52.40%
Skin corrosion	-	0.9167	91.67%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5352	53.52%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6356	63.56%
skin sensitisation	-	0.7865	78.65%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5785	57.85%
Acute Oral Toxicity (c)	III	0.3870	38.70%
Estrogen receptor binding	+	0.8296	82.96%
Androgen receptor binding	+	0.6453	64.53%
Thyroid receptor binding	+	0.6479	64.79%
Glucocorticoid receptor binding	+	0.7830	78.30%
Aromatase binding	+	0.6361	63.61%
PPAR gamma	+	0.5707	57.07%
Honey bee toxicity	-	0.8007	80.07%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5395	53.95%
Fish aquatic toxicity	+	0.9932	99.32%

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	95.95%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.87%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.93%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.46%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.88%	100.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.15%	83.57%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.85%	85.14%
CHEMBL1871	P10275	Androgen Receptor	87.69%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.81%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.21%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.07%	96.09%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.74%	83.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.09%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	82.09%	94.75%
CHEMBL259	P32245	Melanocortin receptor 4	81.47%	95.38%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.24%	95.50%
CHEMBL1902	P62942	FK506-binding protein 1A	81.08%	97.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.84%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	80.75%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.36%	97.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.02%	96.77%

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.