Herbertenediol

Details

• Internal ID: c4e3e284-029c-496a-b0b9-786c18cf1e58
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-methyl-3-[(1S)-1,2,2-trimethylcyclopentyl]benzene-1,2-diol
• SMILES (Canonical): CC1=CC(=C(C(=C1)O)O)C2(CCCC2(C)C)C
• SMILES (Isomeric): CC1=CC(=C(C(=C1)O)O)[C@]2(CCCC2(C)C)C
• InChI: InChI=1S/C15H22O2/c1-10-8-11(13(17)12(16)9-10)15(4)7-5-6-14(15,2)3/h8-9,16-17H,5-7H2,1-4H3/t15-/m1/s1
• InChI Key: GPNWEPCCGRBHED-OAHLLOKOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 3.87
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 5-methyl-3-[(1S)-1,2,2-trimethylcyclopentyl]benzene-1,2-diol
• 86996-95-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	+	0.8861	88.61%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8450	84.50%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.8690	86.90%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7155	71.55%
P-glycoprotein inhibitior	-	0.9590	95.90%
P-glycoprotein substrate	-	0.9385	93.85%
CYP3A4 substrate	-	0.5335	53.35%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	-	0.6639	66.39%
CYP3A4 inhibition	-	0.7619	76.19%
CYP2C9 inhibition	-	0.6554	65.54%
CYP2C19 inhibition	-	0.7523	75.23%
CYP2D6 inhibition	-	0.8725	87.25%
CYP1A2 inhibition	+	0.6028	60.28%
CYP2C8 inhibition	-	0.9055	90.55%
CYP inhibitory promiscuity	-	0.6143	61.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6700	67.00%
Carcinogenicity (trinary)	Non-required	0.5564	55.64%
Eye corrosion	-	0.9253	92.53%
Eye irritation	+	0.9186	91.86%
Skin irritation	-	0.5365	53.65%
Skin corrosion	-	0.8065	80.65%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4680	46.80%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.6657	66.57%
skin sensitisation	+	0.4912	49.12%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8580	85.80%
Acute Oral Toxicity (c)	III	0.7812	78.12%
Estrogen receptor binding	-	0.5360	53.60%
Androgen receptor binding	+	0.6554	65.54%
Thyroid receptor binding	+	0.5201	52.01%
Glucocorticoid receptor binding	-	0.5482	54.82%
Aromatase binding	-	0.6602	66.02%
PPAR gamma	-	0.6250	62.50%
Honey bee toxicity	-	0.9736	97.36%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9880	98.80%

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	96.97%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	90.86%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.32%	95.56%
CHEMBL4208	P20618	Proteasome component C5	89.53%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.81%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	84.61%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.00%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.07%	94.00%
CHEMBL233	P35372	Mu opioid receptor	81.92%	97.93%

Plants that contains it

• Cinnamomum philippinense
• Herbertus aduncus
• Herbertus sakuraii
• Mastigophora diclados

Cross-Links

• PubChem: 10014270
• NPASS: NPC256889
• LOTUS: LTS0078100
• wikiData: Q104399453