(1R,2E,4R,5R,6E,10S)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene-4,5-diol

Details

• Internal ID: 44296489-b284-4a98-b210-91afcdf20da2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Bicyclogermacrane and isolepidozane sesquiterpenoids
• IUPAC Name: (1R,2E,4R,5R,6E,10S)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene-4,5-diol
• SMILES (Canonical): CC1=CC(C(C(=CC2C(C2(C)C)CC1)C)O)O
• SMILES (Isomeric): C/C/1=C\[C@H]([C@@H](/C(=C/[C@@H]2[C@@H](C2(C)C)CC1)/C)O)O
• InChI: InChI=1S/C15H24O2/c1-9-5-6-11-12(15(11,3)4)8-10(2)14(17)13(16)7-9/h7-8,11-14,16-17H,5-6H2,1-4H3/b9-7+,10-8+/t11-,12+,13+,14+/m0/s1
• InChI Key: HMLUAIQJVMUHKN-OOLBJWLVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.67
• 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	+	0.9863	98.63%
Caco-2	+	0.6530	65.30%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.3881	38.81%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.9463	94.63%
OATP1B3 inhibitior	+	0.9600	96.00%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8847	88.47%
P-glycoprotein inhibitior	-	0.8983	89.83%
P-glycoprotein substrate	-	0.8967	89.67%
CYP3A4 substrate	+	0.5338	53.38%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	-	0.7286	72.86%
CYP3A4 inhibition	-	0.7832	78.32%
CYP2C9 inhibition	-	0.7375	73.75%
CYP2C19 inhibition	-	0.6645	66.45%
CYP2D6 inhibition	-	0.8730	87.30%
CYP1A2 inhibition	-	0.5535	55.35%
CYP2C8 inhibition	-	0.8218	82.18%
CYP inhibitory promiscuity	-	0.6998	69.98%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5669	56.69%
Eye corrosion	-	0.9684	96.84%
Eye irritation	-	0.9384	93.84%
Skin irritation	+	0.6013	60.13%
Skin corrosion	-	0.8489	84.89%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5515	55.15%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	+	0.6585	65.85%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6005	60.05%
Acute Oral Toxicity (c)	III	0.7575	75.75%
Estrogen receptor binding	-	0.5571	55.71%
Androgen receptor binding	-	0.6088	60.88%
Thyroid receptor binding	-	0.5225	52.25%
Glucocorticoid receptor binding	+	0.6815	68.15%
Aromatase binding	-	0.6278	62.78%
PPAR gamma	-	0.7647	76.47%
Honey bee toxicity	-	0.8847	88.47%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.8841	88.41%

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	93.24%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.06%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.23%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.34%	97.25%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.96%	86.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.44%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.47%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.76%	97.09%
CHEMBL2581	P07339	Cathepsin D	80.03%	98.95%

Plants that contains it

• Helichrysum ambiguum

Cross-Links

• PubChem: 163000485
• LOTUS: LTS0173525
• wikiData: Q105030565