Kamebanin

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	20ebe97f-64e0-4021-affd-859512f87592
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name	(1R,2R,4R,8S,9R,10S,13S,16R)-2,8,16-trihydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecan-15-one
SMILES (Canonical)	CC1(CCC(C2(C1CC(C34C2CCC(C3O)C(=C)C4=O)O)C)O)C
SMILES (Isomeric)	C[C@]12[C@@H]3CC[C@@H]4[C@H]([C@@]3([C@@H](C[C@@H]1C(CC[C@@H]2O)(C)C)O)C(=O)C4=C)O
InChI	InChI=1S/C20H30O4/c1-10-11-5-6-12-19(4)13(18(2,3)8-7-14(19)21)9-15(22)20(12,16(10)23)17(11)24/h11-15,17,21-22,24H,1,5-9H2,2-4H3/t11-,12-,13+,14-,15+,17+,19-,20-/m0/s1
InChI Key	VSDVMWBRICFVRW-BIGDWJEQSA-N
Popularity	8 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₂₀H₃₀O₄
Molecular Weight	334.40 g/mol
Exact Mass	334.21440943 g/mol
Topological Polar Surface Area (TPSA)	77.80 Å²
XlogP	2.00
Atomic LogP (AlogP)	2.07
H-Bond Acceptor	4
H-Bond Donor	3
Rotatable Bonds	0

Synonyms

Top

39388-57-3

(1R,2R,4R,8S,9R,10S,13S,16R)-2,8,16-trihydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecan-15-one

MLS000563455

CHEMBL472437

HMS2220E17

AKOS032962233

SMR000232310

(1,7,14R)-1,7,14-Trihydroxykaur-16-en-15-one

rel-(-)-(1R,4R,8S,9R,10S,13S,16R)-2,8,16-trihydroxy-5,5,9-trimethyl-14- methylenetetracyclo[11.2.1.0^1,10^.0^4,9^]hexadecan-15-one

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9908	99.08%
Caco-2	+	0.6038	60.38%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5888	58.88%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.9087	90.87%
OATP1B3 inhibitior	-	0.3652	36.52%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	-	0.8369	83.69%
P-glycoprotein inhibitior	-	0.7778	77.78%
P-glycoprotein substrate	-	0.8642	86.42%
CYP3A4 substrate	+	0.6272	62.72%
CYP2C9 substrate	-	0.7954	79.54%
CYP2D6 substrate	-	0.7970	79.70%
CYP3A4 inhibition	-	0.8030	80.30%
CYP2C9 inhibition	-	0.6930	69.30%
CYP2C19 inhibition	-	0.8065	80.65%
CYP2D6 inhibition	-	0.9484	94.84%
CYP1A2 inhibition	-	0.8146	81.46%
CYP2C8 inhibition	-	0.7519	75.19%
CYP inhibitory promiscuity	-	0.8626	86.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6171	61.71%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.8999	89.99%
Skin irritation	+	0.5875	58.75%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7069	70.69%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5324	53.24%
skin sensitisation	-	0.6639	66.39%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.5600	56.00%
Acute Oral Toxicity (c)	I	0.7077	70.77%
Estrogen receptor binding	+	0.7891	78.91%
Androgen receptor binding	+	0.5218	52.18%
Thyroid receptor binding	+	0.6771	67.71%
Glucocorticoid receptor binding	+	0.8163	81.63%
Aromatase binding	+	0.6634	66.34%
PPAR gamma	-	0.5747	57.47%
Honey bee toxicity	-	0.8383	83.83%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9960	99.60%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL5514	P42858	Huntingtin	2818.4 nM	Potency	via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	15848.9 nM	Potency	via CMAUP
CHEMBL2362980	Q06710	Paired box protein Pax-8	1160 nM	AC50	via CMAUP
CHEMBL1293235	P02545	Prelamin-A/C	35481.3 nM	Potency	via CMAUP
CHEMBL1293294	P51151	Ras-related protein Rab-9A	2511.9 nM	Potency	via CMAUP
CHEMBL3797	Q13315	Serine-protein kinase ATM	25118.9 nM	Potency	via CMAUP
CHEMBL1293232	Q16637	Survival motor neuron protein	15848.9 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.82%	96.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.96%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.47%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.39%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.88%	85.14%
CHEMBL2581	P07339	Cathepsin D	85.84%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.94%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.96%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.02%	95.89%
CHEMBL1902	P62942	FK506-binding protein 1A	80.79%	97.05%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.77%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.40%	94.45%

Plants that contains it

Top

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.

Gentiana brachyphylla

Pterocarpus santalinus