(6R,7S,10R,11S,14R)-2,6,10-Trimethyl-14-[(S)-1-hydroxy-1-methyl-3-(3beta-hydroxy-3,7,7-trimethyl-6beta-bromohexahydrooxepin-2beta-yl)propyl]-2,7:6,11:10,14-triepoxy-3-tetradecene

Details

• Internal ID: f5302757-6632-42e7-b6e4-5ff600d052c5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3S,6R)-6-bromo-2-[(3S)-3-hydroxy-3-[(1R,3S,6R,8R,11S)-1,8,13,13-tetramethyl-2,7,12-trioxatricyclo[9.5.0.03,8]hexadec-14-en-6-yl]butyl]-3,7,7-trimethyloxepan-3-ol
• SMILES (Canonical): CC1(C=CCC2(C(O1)CCC3(C(O2)CCC(O3)C(C)(CCC4C(CCC(C(O4)(C)C)Br)(C)O)O)C)C)C
• SMILES (Isomeric): C[C@@]12CC[C@H]3[C@@](CC=CC(O3)(C)C)(O[C@H]1CC[C@@H](O2)[C@](C)(CC[C@H]4[C@@](CC[C@H](C(O4)(C)C)Br)(C)O)O)C
• InChI: InChI=1S/C30H51BrO6/c1-25(2)15-9-16-29(7)24(34-25)14-19-30(8)23(37-29)11-10-21(36-30)28(6,33)18-13-22-27(5,32)17-12-20(31)26(3,4)35-22/h9,15,20-24,32-33H,10-14,16-19H2,1-8H3/t20-,21-,22+,23+,24+,27+,28+,29-,30-/m1/s1
• InChI Key: GOJQGQABYBPKGL-KJRAITSESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₁BrO₆
• Molecular Weight: 587.60 g/mol
• Exact Mass: 586.28690 g/mol
• Topological Polar Surface Area (TPSA): 77.40 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 5.99
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9642	96.42%
Caco-2	-	0.7084	70.84%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5513	55.13%
OATP2B1 inhibitior	-	0.7143	71.43%
OATP1B1 inhibitior	+	0.9070	90.70%
OATP1B3 inhibitior	+	0.9355	93.55%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.5948	59.48%
P-glycoprotein inhibitior	+	0.6333	63.33%
P-glycoprotein substrate	-	0.5413	54.13%
CYP3A4 substrate	+	0.6755	67.55%
CYP2C9 substrate	-	0.7861	78.61%
CYP2D6 substrate	-	0.7481	74.81%
CYP3A4 inhibition	-	0.8519	85.19%
CYP2C9 inhibition	-	0.8258	82.58%
CYP2C19 inhibition	-	0.8327	83.27%
CYP2D6 inhibition	-	0.9228	92.28%
CYP1A2 inhibition	-	0.8250	82.50%
CYP2C8 inhibition	-	0.6084	60.84%
CYP inhibitory promiscuity	-	0.9110	91.10%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8771	87.71%
Carcinogenicity (trinary)	Non-required	0.5954	59.54%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.9450	94.50%
Skin irritation	-	0.6482	64.82%
Skin corrosion	-	0.9175	91.75%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6627	66.27%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6025	60.25%
skin sensitisation	-	0.7506	75.06%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6667	66.67%
Acute Oral Toxicity (c)	III	0.6002	60.02%
Estrogen receptor binding	+	0.6569	65.69%
Androgen receptor binding	+	0.5562	55.62%
Thyroid receptor binding	+	0.5865	58.65%
Glucocorticoid receptor binding	+	0.7165	71.65%
Aromatase binding	+	0.7454	74.54%
PPAR gamma	+	0.5800	58.00%
Honey bee toxicity	-	0.8339	83.39%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9586	95.86%

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	99.36%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.81%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.22%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.52%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.55%	91.11%
CHEMBL3922	P50579	Methionine aminopeptidase 2	88.72%	97.28%
CHEMBL2581	P07339	Cathepsin D	87.49%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.16%	89.00%
CHEMBL1871	P10275	Androgen Receptor	86.46%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.43%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.81%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.37%	86.33%
CHEMBL233	P35372	Mu opioid receptor	82.50%	97.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.00%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.47%	85.14%

Plants that contains it

• Anacyclus monanthos
• Arum palaestinum
• Astragalus siculus
• Caulophyllum robustum
• Corydalis balansae
• Euphorbia cuneata
• Guizotia scabra
• Hakea trifurcata
• Mikania cordifolia
• Prunus speciosa
• Raoulia australis
• Senecio chionophilus
• Terminalia brachystemma
• Ulmus glabra

Cross-Links

• PubChem: 102432674
• NPASS: NPC78710
• LOTUS: LTS0257344
• wikiData: Q105014062