2,5,9,9-tetramethyl-4,4a,6,7,8,9a-hexahydro-3H-benzo[7]annulene-3,5-diol

Details

• Internal ID: 66bec2bc-b96f-4f04-a4e5-95af2a572a71
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Himachalane and lippifoliane sesquiterpenoids
• IUPAC Name: 2,5,9,9-tetramethyl-4,4a,6,7,8,9a-hexahydro-3H-benzo[7]annulene-3,5-diol
• SMILES (Canonical): CC1=CC2C(CC1O)C(CCCC2(C)C)(C)O
• SMILES (Isomeric): CC1=CC2C(CC1O)C(CCCC2(C)C)(C)O
• InChI: InChI=1S/C15H26O2/c1-10-8-11-12(9-13(10)16)15(4,17)7-5-6-14(11,2)3/h8,11-13,16-17H,5-7,9H2,1-4H3
• InChI Key: DKDSGYSHJKYLBQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.7108	71.08%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5239	52.39%
OATP2B1 inhibitior	-	0.8454	84.54%
OATP1B1 inhibitior	+	0.9078	90.78%
OATP1B3 inhibitior	+	0.9700	97.00%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8347	83.47%
P-glycoprotein inhibitior	-	0.9410	94.10%
P-glycoprotein substrate	-	0.8407	84.07%
CYP3A4 substrate	+	0.5260	52.60%
CYP2C9 substrate	-	0.5796	57.96%
CYP2D6 substrate	-	0.7476	74.76%
CYP3A4 inhibition	-	0.7569	75.69%
CYP2C9 inhibition	-	0.8136	81.36%
CYP2C19 inhibition	-	0.7599	75.99%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	-	0.6686	66.86%
CYP2C8 inhibition	-	0.8526	85.26%
CYP inhibitory promiscuity	-	0.8199	81.99%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6020	60.20%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.7887	78.87%
Skin irritation	+	0.6181	61.81%
Skin corrosion	-	0.9600	96.00%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6002	60.02%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	+	0.5608	56.08%
skin sensitisation	+	0.6717	67.17%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7081	70.81%
Acute Oral Toxicity (c)	III	0.7847	78.47%
Estrogen receptor binding	-	0.7472	74.72%
Androgen receptor binding	-	0.7259	72.59%
Thyroid receptor binding	+	0.5828	58.28%
Glucocorticoid receptor binding	-	0.4836	48.36%
Aromatase binding	-	0.7260	72.60%
PPAR gamma	-	0.8403	84.03%
Honey bee toxicity	-	0.9025	90.25%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9703	97.03%

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	95.53%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	88.16%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.52%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.44%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.63%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.46%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.20%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	82.62%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.03%	99.23%

Plants that contains it

• Cedrus deodara

Cross-Links

• PubChem: 23265059
• LOTUS: LTS0133418
• wikiData: Q104983081