Rubrumol

Details

• Internal ID: f93c0969-6f0d-4684-8b8c-b66af42e7f5f
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: (1S,2S,4aS,9aR,10R)-1,2,8,10-tetrahydroxy-6-methyl-2,3,4,4a,9a,10-hexahydro-1H-anthracen-9-one
• SMILES (Canonical): CC1=CC2=C(C(=C1)O)C(=O)C3C(C2O)CCC(C3O)O
• SMILES (Isomeric): CC1=CC2=C(C(=C1)O)C(=O)[C@@H]3[C@@H]([C@H]2O)CC[C@@H]([C@H]3O)O
• InChI: InChI=1S/C15H18O5/c1-6-4-8-11(10(17)5-6)15(20)12-7(13(8)18)2-3-9(16)14(12)19/h4-5,7,9,12-14,16-19H,2-3H2,1H3/t7-,9-,12+,13+,14+/m0/s1
• InChI Key: VUITXXJJGQEQDD-RKLKDSAASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.68
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

• (1S,2S,4aS,9aR,10R)-1,2,8,10-tetrahydroxy-6-methyl-2,3,4,4a,9a,10-hexahydro-1H-anthracen-9-one
• RefChem:180278
• CHEBI:226463

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9819	98.19%
Caco-2	-	0.8005	80.05%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8269	82.69%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9181	91.81%
OATP1B3 inhibitior	+	0.9759	97.59%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9571	95.71%
BSEP inhibitior	-	0.9598	95.98%
P-glycoprotein inhibitior	-	0.9496	94.96%
P-glycoprotein substrate	-	0.8986	89.86%
CYP3A4 substrate	+	0.5251	52.51%
CYP2C9 substrate	-	0.5800	58.00%
CYP2D6 substrate	-	0.8098	80.98%
CYP3A4 inhibition	-	0.8586	85.86%
CYP2C9 inhibition	-	0.8070	80.70%
CYP2C19 inhibition	-	0.7704	77.04%
CYP2D6 inhibition	-	0.9069	90.69%
CYP1A2 inhibition	+	0.8562	85.62%
CYP2C8 inhibition	-	0.8723	87.23%
CYP inhibitory promiscuity	-	0.9298	92.98%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.4970	49.70%
Eye corrosion	-	0.9809	98.09%
Eye irritation	-	0.9268	92.68%
Skin irritation	+	0.5793	57.93%
Skin corrosion	-	0.7640	76.40%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7775	77.75%
Micronuclear	-	0.5441	54.41%
Hepatotoxicity	+	0.6712	67.12%
skin sensitisation	-	0.5783	57.83%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6086	60.86%
Acute Oral Toxicity (c)	III	0.6879	68.79%
Estrogen receptor binding	+	0.6442	64.42%
Androgen receptor binding	+	0.6575	65.75%
Thyroid receptor binding	-	0.5442	54.42%
Glucocorticoid receptor binding	+	0.6985	69.85%
Aromatase binding	-	0.8024	80.24%
PPAR gamma	-	0.5247	52.47%
Honey bee toxicity	-	0.9316	93.16%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8215	82.15%

Targets

Proven Targets:

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	96.18%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.91%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.72%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.58%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.25%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.12%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.82%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.03%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.71%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.22%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.02%	93.03%
CHEMBL4581	P52732	Kinesin-like protein 1	81.38%	93.18%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139589474
• LOTUS: LTS0057619
• wikiData: Q105297244