Neorogioldiol B

Details

• Internal ID: f652c071-c29b-41b4-9b90-151abf1a08b5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,3aR,5S,6S,6aR)-6-bromo-5-[1-[(1R,3R,4S)-3-bromo-4-hydroxy-4-methylcyclohexyl]ethenyl]-1,4,4-trimethyl-2,3,3a,5,6,6a-hexahydropentalen-1-ol
• SMILES (Canonical): CC1(C2CCC(C2C(C1C(=C)C3CCC(C(C3)Br)(C)O)Br)(C)O)C
• SMILES (Isomeric): C[C@@]1(CC[C@H](C[C@H]1Br)C(=C)[C@H]2[C@@H]([C@@H]3[C@H](C2(C)C)CC[C@]3(C)O)Br)O
• InChI: InChI=1S/C20H32Br2O2/c1-11(12-6-8-19(4,23)14(21)10-12)15-17(22)16-13(18(15,2)3)7-9-20(16,5)24/h12-17,23-24H,1,6-10H2,2-5H3/t12-,13-,14-,15+,16+,17+,19+,20+/m1/s1
• InChI Key: ARJJMSRVKBBKMI-AVVGUTAWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂Br₂O₂
• Molecular Weight: 464.30 g/mol
• Exact Mass: 464.07486 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.05
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	-	0.5278	52.78%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.4910	49.10%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9109	91.09%
OATP1B3 inhibitior	+	0.8683	86.83%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9221	92.21%
P-glycoprotein inhibitior	-	0.7999	79.99%
P-glycoprotein substrate	-	0.8496	84.96%
CYP3A4 substrate	+	0.6492	64.92%
CYP2C9 substrate	-	0.5345	53.45%
CYP2D6 substrate	-	0.7633	76.33%
CYP3A4 inhibition	-	0.7935	79.35%
CYP2C9 inhibition	-	0.7832	78.32%
CYP2C19 inhibition	-	0.8282	82.82%
CYP2D6 inhibition	-	0.9241	92.41%
CYP1A2 inhibition	-	0.7915	79.15%
CYP2C8 inhibition	-	0.6822	68.22%
CYP inhibitory promiscuity	-	0.7047	70.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8394	83.94%
Carcinogenicity (trinary)	Non-required	0.5493	54.93%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.9059	90.59%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4332	43.32%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.6213	62.13%
skin sensitisation	-	0.5470	54.70%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.6193	61.93%
Acute Oral Toxicity (c)	III	0.6757	67.57%
Estrogen receptor binding	+	0.7267	72.67%
Androgen receptor binding	+	0.6724	67.24%
Thyroid receptor binding	+	0.6932	69.32%
Glucocorticoid receptor binding	+	0.8550	85.50%
Aromatase binding	+	0.7266	72.66%
PPAR gamma	+	0.5251	52.51%
Honey bee toxicity	-	0.7248	72.48%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9956	99.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.92%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.59%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.41%	96.61%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.80%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.17%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.76%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.41%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	88.17%	91.19%
CHEMBL1871	P10275	Androgen Receptor	86.73%	96.43%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.28%	93.03%
CHEMBL221	P23219	Cyclooxygenase-1	85.60%	90.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.23%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.12%	97.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.85%	92.88%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.75%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.51%	91.24%
CHEMBL1937	Q92769	Histone deacetylase 2	82.40%	94.75%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.35%	90.24%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.94%	98.99%
CHEMBL206	P03372	Estrogen receptor alpha	80.14%	97.64%

Plants that contains it

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

Cross-Links

• PubChem: 10906704
• NPASS: NPC306701
• LOTUS: LTS0212496
• wikiData: Q104917355