rabdoloxin B

Details

• Internal ID: a107d8b3-3094-4b05-b55e-d37f89e8eb7b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1R,2R,4R,9R,10S,11R,12R,13S,16R)-2,11,12,16-tetrahydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecan-15-one
• SMILES (Canonical): CC1(CCCC2(C1CC(C34C2C(C(C(C3O)C(=C)C4=O)O)O)O)C)C
• SMILES (Isomeric): C[C@@]12CCCC([C@H]1C[C@H]([C@]34[C@H]2[C@H]([C@@H]([C@H]([C@H]3O)C(=C)C4=O)O)O)O)(C)C
• InChI: InChI=1S/C20H30O5/c1-9-12-13(22)14(23)15-19(4)7-5-6-18(2,3)10(19)8-11(21)20(15,16(9)24)17(12)25/h10-15,17,21-23,25H,1,5-8H2,2-4H3/t10-,11-,12-,13-,14+,15+,17-,19-,20-/m1/s1
• InChI Key: KULWEPZCKNERAS-XZSSXRBVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

• CHEMBL551178

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9760	97.60%
Caco-2	-	0.7375	73.75%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5517	55.17%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.8954	89.54%
OATP1B3 inhibitior	+	0.8759	87.59%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9189	91.89%
P-glycoprotein inhibitior	-	0.8107	81.07%
P-glycoprotein substrate	-	0.8253	82.53%
CYP3A4 substrate	+	0.6025	60.25%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8057	80.57%
CYP3A4 inhibition	-	0.8498	84.98%
CYP2C9 inhibition	-	0.7374	73.74%
CYP2C19 inhibition	-	0.7626	76.26%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.7670	76.70%
CYP2C8 inhibition	-	0.6823	68.23%
CYP inhibitory promiscuity	-	0.9237	92.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6400	64.00%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9381	93.81%
Skin irritation	+	0.5916	59.16%
Skin corrosion	-	0.9296	92.96%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7092	70.92%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7052	70.52%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.6971	69.71%
Acute Oral Toxicity (c)	I	0.6224	62.24%
Estrogen receptor binding	+	0.7408	74.08%
Androgen receptor binding	+	0.5551	55.51%
Thyroid receptor binding	+	0.6233	62.33%
Glucocorticoid receptor binding	+	0.6346	63.46%
Aromatase binding	+	0.6625	66.25%
PPAR gamma	-	0.4869	48.69%
Honey bee toxicity	-	0.7845	78.45%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9942	99.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.00%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.51%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.76%	96.38%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	89.56%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.65%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.75%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.33%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.54%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.46%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	81.38%	91.49%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.54%	93.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.33%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.23%	89.00%

Plants that contains it

• Isodon flexicaulis
• Isodon inflexus
• Isodon interruptus
• Isodon loxothyrsus
• Isodon parvifolius
• Isodon phyllostachys
• Isodon scoparius
• Isodon wikstroemioides

Cross-Links

• PubChem: 25195035
• NPASS: NPC127408
• ChEMBL: CHEMBL551178
• LOTUS: LTS0125653
• wikiData: Q104396086