(1S,2S,4S,7E,9R)-8-(hydroxymethyl)-4,11,11-trimethylbicyclo[7.2.0]undeca-5,7-diene-1,2,4-triol

Details

• Internal ID: e64ff5a6-5455-4506-8323-a5d6d76a2ca0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (1S,2S,4S,7E,9R)-8-(hydroxymethyl)-4,11,11-trimethylbicyclo[7.2.0]undeca-5,7-diene-1,2,4-triol
• SMILES (Canonical): CC1(CC2C1(C(CC(C=CC=C2CO)(C)O)O)O)C
• SMILES (Isomeric): C[C@@]1(C[C@@H]([C@@]2([C@H](CC2(C)C)/C(=C\C=C1)/CO)O)O)O
• InChI: InChI=1S/C15H24O4/c1-13(2)7-11-10(9-16)5-4-6-14(3,18)8-12(17)15(11,13)19/h4-6,11-12,16-19H,7-9H2,1-3H3/b6-4?,10-5-/t11-,12+,14-,15-/m1/s1
• InChI Key: BGSGZHXKGLGBSY-COEXAFIYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.75
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9340	93.40%
Caco-2	-	0.5438	54.38%
Blood Brain Barrier	+	0.6385	63.85%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5935	59.35%
OATP2B1 inhibitior	-	0.8508	85.08%
OATP1B1 inhibitior	+	0.9052	90.52%
OATP1B3 inhibitior	+	0.9224	92.24%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6304	63.04%
P-glycoprotein inhibitior	-	0.9550	95.50%
P-glycoprotein substrate	-	0.7576	75.76%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8100	81.00%
CYP2D6 substrate	-	0.8149	81.49%
CYP3A4 inhibition	-	0.7265	72.65%
CYP2C9 inhibition	-	0.8152	81.52%
CYP2C19 inhibition	-	0.7940	79.40%
CYP2D6 inhibition	-	0.9255	92.55%
CYP1A2 inhibition	-	0.8057	80.57%
CYP2C8 inhibition	-	0.9193	91.93%
CYP inhibitory promiscuity	-	0.9390	93.90%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6443	64.43%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9590	95.90%
Skin irritation	-	0.7150	71.50%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6104	61.04%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5193	51.93%
skin sensitisation	-	0.7595	75.95%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7924	79.24%
Acute Oral Toxicity (c)	III	0.6272	62.72%
Estrogen receptor binding	-	0.6228	62.28%
Androgen receptor binding	+	0.5205	52.05%
Thyroid receptor binding	+	0.6014	60.14%
Glucocorticoid receptor binding	+	0.6226	62.26%
Aromatase binding	-	0.6082	60.82%
PPAR gamma	-	0.6406	64.06%
Honey bee toxicity	-	0.9267	92.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8645	86.45%

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	96.14%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.81%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.68%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.39%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	86.10%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.85%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.66%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	82.55%	83.82%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163042465
• LOTUS: LTS0106403
• wikiData: Q104935711