Bisaborosaol A

Details

• Internal ID: 818b050e-45c2-4dee-b8ad-e4a4798e781d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl (4R)-4-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]cyclohexene-1-carboxylate
• SMILES (Canonical): CC(=CCCC(C)(C1CCC(=CC1)C(=O)OC)O)C
• SMILES (Isomeric): CC(=CCC[C@@](C)([C@@H]1CCC(=CC1)C(=O)OC)O)C
• InChI: InChI=1S/C16H26O3/c1-12(2)6-5-11-16(3,18)14-9-7-13(8-10-14)15(17)19-4/h6-7,14,18H,5,8-11H2,1-4H3/t14-,16-/m0/s1
• InChI Key: ZOJSSXJDOHFOTI-HOCLYGCPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₃
• Molecular Weight: 266.38 g/mol
• Exact Mass: 266.18819469 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.38
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• 135970-39-7
• DTXSID90929195
• Methyl 4-(2-hydroxy-6-methylhept-5-en-2-yl)cyclohex-1-ene-1-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9913	99.13%
Caco-2	+	0.8464	84.64%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8536	85.36%
OATP2B1 inhibitior	-	0.8524	85.24%
OATP1B1 inhibitior	+	0.9062	90.62%
OATP1B3 inhibitior	+	0.8982	89.82%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5188	51.88%
P-glycoprotein inhibitior	-	0.8886	88.86%
P-glycoprotein substrate	-	0.8185	81.85%
CYP3A4 substrate	+	0.5726	57.26%
CYP2C9 substrate	-	0.7896	78.96%
CYP2D6 substrate	-	0.8953	89.53%
CYP3A4 inhibition	-	0.8894	88.94%
CYP2C9 inhibition	-	0.5772	57.72%
CYP2C19 inhibition	-	0.8019	80.19%
CYP2D6 inhibition	-	0.9373	93.73%
CYP1A2 inhibition	-	0.8541	85.41%
CYP2C8 inhibition	-	0.6536	65.36%
CYP inhibitory promiscuity	-	0.8491	84.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7943	79.43%
Carcinogenicity (trinary)	Non-required	0.6234	62.34%
Eye corrosion	-	0.9718	97.18%
Eye irritation	-	0.6404	64.04%
Skin irritation	-	0.5365	53.65%
Skin corrosion	-	0.9894	98.94%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3819	38.19%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6843	68.43%
skin sensitisation	+	0.7498	74.98%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5386	53.86%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.5519	55.19%
Acute Oral Toxicity (c)	III	0.6358	63.58%
Estrogen receptor binding	-	0.5726	57.26%
Androgen receptor binding	-	0.8099	80.99%
Thyroid receptor binding	+	0.5719	57.19%
Glucocorticoid receptor binding	-	0.4800	48.00%
Aromatase binding	-	0.6231	62.31%
PPAR gamma	+	0.6497	64.97%
Honey bee toxicity	-	0.8714	87.14%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9713	97.13%

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	95.56%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.23%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.03%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.54%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.25%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.91%	94.73%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.05%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.67%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.88%	95.89%
CHEMBL5028	O14672	ADAM10	82.81%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.69%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.82%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.40%	95.89%

Plants that contains it

• Rosa rugosa

Cross-Links

• PubChem: 195819
• NPASS: NPC267979
• LOTUS: LTS0091445
• wikiData: Q82904034