(2aS,betaR)-6,8bbeta-Dimethyl-2abeta,4beta,10beta-trihydroxy-1,2,2a,2balpha,3,4,4abeta,5,6,7,8b,9,10,10abeta-tetradecahydro-beta-bromocyclobuta[a]phenanthrene-6beta-ethanol

Details

• Internal ID: aa23e2ac-e620-4521-a744-4ab34a72ea37
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (1R,5S,7R,8R,10S,11S,14S,15R)-5-[(1R)-1-bromo-2-hydroxyethyl]-1,5-dimethyltetracyclo[8.6.0.02,7.011,14]hexadec-2-ene-8,11,15-triol
• SMILES (Canonical): CC1(CC=C2C(C1)C(CC3C2(CC(C4C3(CC4)O)O)C)O)C(CO)Br
• SMILES (Isomeric): C[C@@]1(CC=C2[C@@H](C1)[C@@H](C[C@H]3[C@]2(C[C@H]([C@H]4[C@@]3(CC4)O)O)C)O)[C@H](CO)Br
• InChI: InChI=1S/C20H31BrO4/c1-18(17(21)10-22)5-3-12-11(8-18)14(23)7-16-19(12,2)9-15(24)13-4-6-20(13,16)25/h3,11,13-17,22-25H,4-10H2,1-2H3/t11-,13+,14-,15-,16+,17+,18+,19+,20-/m1/s1
• InChI Key: UUTZXOAJMKWEJE-WNEWSIEESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₁BrO₄
• Molecular Weight: 415.40 g/mol
• Exact Mass: 414.14057 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	-	0.6275	62.75%
Blood Brain Barrier	+	0.7009	70.09%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5039	50.39%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.9023	90.23%
OATP1B3 inhibitior	+	0.9054	90.54%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5724	57.24%
BSEP inhibitior	-	0.8007	80.07%
P-glycoprotein inhibitior	-	0.8777	87.77%
P-glycoprotein substrate	-	0.5998	59.98%
CYP3A4 substrate	+	0.6612	66.12%
CYP2C9 substrate	-	0.7657	76.57%
CYP2D6 substrate	-	0.7719	77.19%
CYP3A4 inhibition	-	0.7232	72.32%
CYP2C9 inhibition	-	0.7844	78.44%
CYP2C19 inhibition	-	0.8045	80.45%
CYP2D6 inhibition	-	0.8781	87.81%
CYP1A2 inhibition	-	0.7887	78.87%
CYP2C8 inhibition	+	0.4542	45.42%
CYP inhibitory promiscuity	-	0.7959	79.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9136	91.36%
Carcinogenicity (trinary)	Non-required	0.6350	63.50%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9760	97.60%
Skin irritation	-	0.6847	68.47%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5326	53.26%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6196	61.96%
skin sensitisation	-	0.8139	81.39%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8958	89.58%
Acute Oral Toxicity (c)	III	0.7164	71.64%
Estrogen receptor binding	+	0.8657	86.57%
Androgen receptor binding	+	0.5994	59.94%
Thyroid receptor binding	+	0.6802	68.02%
Glucocorticoid receptor binding	+	0.8736	87.36%
Aromatase binding	+	0.7673	76.73%
PPAR gamma	-	0.6551	65.51%
Honey bee toxicity	-	0.8008	80.08%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9749	97.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.55%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.69%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	96.85%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.16%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.13%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.37%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.57%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	90.13%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.95%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.81%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.63%	89.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.34%	96.95%
CHEMBL4208	P20618	Proteasome component C5	82.87%	90.00%
CHEMBL1871	P10275	Androgen Receptor	81.81%	96.43%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.55%	89.05%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.32%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.43%	96.61%

Plants that contains it

• Anethum graveolens
• Cymbidium aloifolium
• Delphinium dictyocarpum
• Ladeania juncea
• Ligularia atroviolacea
• Scutellaria glabra
• Trifolium pannonicum

Cross-Links

• PubChem: 23428153
• NPASS: NPC156339
• LOTUS: LTS0255677
• wikiData: Q105279588