Graphostromabisabol B

Details

• Internal ID: 7480154a-64b3-4ef4-a9d4-5da77f8f790f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (4E)-4-[(5S)-5-hydroxy-4-methylcyclohex-3-en-1-ylidene]pentanoic acid
• SMILES (Canonical): CC1=CCC(=C(C)CCC(=O)O)CC1O
• SMILES (Isomeric): CC1=CC/C(=C(/C)\CCC(=O)O)/C[C@@H]1O
• InChI: InChI=1S/C12H18O3/c1-8(4-6-12(14)15)10-5-3-9(2)11(13)7-10/h3,11,13H,4-7H2,1-2H3,(H,14,15)/b10-8+/t11-/m0/s1
• InChI Key: XCXSPPWWZZBZIG-UQSGXBNBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₃
• Molecular Weight: 210.27 g/mol
• Exact Mass: 210.125594432 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 2.27
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.7397	73.97%
Blood Brain Barrier	-	0.5895	58.95%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8984	89.84%
OATP2B1 inhibitior	-	0.8465	84.65%
OATP1B1 inhibitior	+	0.9389	93.89%
OATP1B3 inhibitior	+	0.9652	96.52%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8393	83.93%
P-glycoprotein inhibitior	-	0.9743	97.43%
P-glycoprotein substrate	-	0.8328	83.28%
CYP3A4 substrate	-	0.5897	58.97%
CYP2C9 substrate	-	0.5816	58.16%
CYP2D6 substrate	-	0.8619	86.19%
CYP3A4 inhibition	-	0.8337	83.37%
CYP2C9 inhibition	-	0.9315	93.15%
CYP2C19 inhibition	-	0.8737	87.37%
CYP2D6 inhibition	-	0.8682	86.82%
CYP1A2 inhibition	-	0.9152	91.52%
CYP2C8 inhibition	-	0.9440	94.40%
CYP inhibitory promiscuity	-	0.8926	89.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8643	86.43%
Carcinogenicity (trinary)	Non-required	0.6947	69.47%
Eye corrosion	-	0.9783	97.83%
Eye irritation	+	0.8491	84.91%
Skin irritation	-	0.6008	60.08%
Skin corrosion	-	0.9572	95.72%
Ames mutagenesis	-	0.7954	79.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7380	73.80%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.5801	58.01%
skin sensitisation	+	0.6137	61.37%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7149	71.49%
Acute Oral Toxicity (c)	III	0.6131	61.31%
Estrogen receptor binding	-	0.9078	90.78%
Androgen receptor binding	-	0.7344	73.44%
Thyroid receptor binding	-	0.8415	84.15%
Glucocorticoid receptor binding	-	0.7523	75.23%
Aromatase binding	-	0.8443	84.43%
PPAR gamma	-	0.5993	59.93%
Honey bee toxicity	-	0.9374	93.74%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.9856	98.56%

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	96.83%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.54%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	90.46%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.54%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.89%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.66%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590229
• LOTUS: LTS0053268
• wikiData: Q105325506