1,13-Dihydroxy-herbertene

Details

• Internal ID: aa9c3ed8-cc2c-4a6d-a77a-526abb734539
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-[(1R)-1-(hydroxymethyl)-2,2-dimethylcyclopentyl]-4-methylphenol
• SMILES (Canonical): CC1=CC(=C(C=C1)O)C2(CCCC2(C)C)CO
• SMILES (Isomeric): CC1=CC(=C(C=C1)O)[C@]2(CCCC2(C)C)CO
• InChI: InChI=1S/C15H22O2/c1-11-5-6-13(17)12(9-11)15(10-16)8-4-7-14(15,2)3/h5-6,9,16-17H,4,7-8,10H2,1-3H3/t15-/m0/s1
• InChI Key: RWRCROWOIGNRGD-HNNXBMFYSA-N
• Popularity: 4 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: 3.70
• Atomic LogP (AlogP): 3.14
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 1,13-Dihydroxyherbertene
• CHEBI:183148
• LMPR0103160001
• 2-[(1R)-1-(hydroxymethyl)-2,2-dimethylcyclopentyl]-4-methylphenol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.8640	86.40%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8842	88.42%
OATP2B1 inhibitior	-	0.8492	84.92%
OATP1B1 inhibitior	+	0.8901	89.01%
OATP1B3 inhibitior	-	0.2302	23.02%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8075	80.75%
P-glycoprotein inhibitior	-	0.9551	95.51%
P-glycoprotein substrate	-	0.8928	89.28%
CYP3A4 substrate	-	0.5565	55.65%
CYP2C9 substrate	-	0.8110	81.10%
CYP2D6 substrate	-	0.6773	67.73%
CYP3A4 inhibition	+	0.5206	52.06%
CYP2C9 inhibition	-	0.6961	69.61%
CYP2C19 inhibition	-	0.7126	71.26%
CYP2D6 inhibition	-	0.9032	90.32%
CYP1A2 inhibition	+	0.8000	80.00%
CYP2C8 inhibition	-	0.8972	89.72%
CYP inhibitory promiscuity	+	0.5270	52.70%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.6800	68.00%
Carcinogenicity (trinary)	Non-required	0.6710	67.10%
Eye corrosion	-	0.9533	95.33%
Eye irritation	+	0.8492	84.92%
Skin irritation	-	0.8155	81.55%
Skin corrosion	-	0.9732	97.32%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4682	46.82%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.5912	59.12%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8170	81.70%
Acute Oral Toxicity (c)	III	0.7121	71.21%
Estrogen receptor binding	-	0.6506	65.06%
Androgen receptor binding	+	0.7540	75.40%
Thyroid receptor binding	-	0.5764	57.64%
Glucocorticoid receptor binding	-	0.7930	79.30%
Aromatase binding	-	0.6424	64.24%
PPAR gamma	-	0.6978	69.78%
Honey bee toxicity	-	0.9811	98.11%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9905	99.05%

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	97.22%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.43%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.62%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.24%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.33%	93.99%
CHEMBL4208	P20618	Proteasome component C5	86.44%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.87%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.56%	89.62%
CHEMBL1937	Q92769	Histone deacetylase 2	81.84%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.78%	99.15%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.29%	90.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.74%	95.89%

Plants that contains it

• Cinnamomum philippinense
• Herbertus sakuraii

Cross-Links

• PubChem: 15545709
• NPASS: NPC74305
• LOTUS: LTS0154956
• wikiData: Q76506714