(1S,2R,3S,4R)-3-[(Z)-5-hydroxy-4-methylpent-3-enyl]-2,3-dimethylbicyclo[2.2.1]heptan-2-ol

Details

• Internal ID: 3728ec90-fdc2-453c-9aa4-f23fe3b5509a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,2R,3S,4R)-3-[(Z)-5-hydroxy-4-methylpent-3-enyl]-2,3-dimethylbicyclo[2.2.1]heptan-2-ol
• SMILES (Canonical): CC(=CCCC1(C2CCC(C2)C1(C)O)C)CO
• SMILES (Isomeric): C/C(=C/CC[C@]1([C@@H]2CC[C@@H](C2)[C@@]1(C)O)C)/CO
• InChI: InChI=1S/C15H26O2/c1-11(10-16)5-4-8-14(2)12-6-7-13(9-12)15(14,3)17/h5,12-13,16-17H,4,6-10H2,1-3H3/b11-5-/t12-,13+,14+,15-/m1/s1
• InChI Key: DZAZSBAAFSSMAB-RNCHGQBNSA-N
• Popularity: 1 reference 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: 2.80
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	+	0.7844	78.44%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Lysosomes	0.5350	53.50%
OATP2B1 inhibitior	-	0.8511	85.11%
OATP1B1 inhibitior	+	0.9248	92.48%
OATP1B3 inhibitior	+	0.9179	91.79%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6343	63.43%
BSEP inhibitior	-	0.6124	61.24%
P-glycoprotein inhibitior	-	0.9534	95.34%
P-glycoprotein substrate	-	0.7891	78.91%
CYP3A4 substrate	+	0.5829	58.29%
CYP2C9 substrate	-	0.7632	76.32%
CYP2D6 substrate	-	0.8085	80.85%
CYP3A4 inhibition	-	0.6440	64.40%
CYP2C9 inhibition	-	0.7564	75.64%
CYP2C19 inhibition	-	0.8099	80.99%
CYP2D6 inhibition	-	0.8745	87.45%
CYP1A2 inhibition	-	0.7099	70.99%
CYP2C8 inhibition	-	0.8886	88.86%
CYP inhibitory promiscuity	-	0.6639	66.39%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6077	60.77%
Eye corrosion	-	0.9771	97.71%
Eye irritation	-	0.8535	85.35%
Skin irritation	-	0.6425	64.25%
Skin corrosion	-	0.9742	97.42%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6265	62.65%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.5779	57.79%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5666	56.66%
Acute Oral Toxicity (c)	III	0.7414	74.14%
Estrogen receptor binding	+	0.5758	57.58%
Androgen receptor binding	-	0.6875	68.75%
Thyroid receptor binding	+	0.5975	59.75%
Glucocorticoid receptor binding	+	0.5932	59.32%
Aromatase binding	+	0.5842	58.42%
PPAR gamma	+	0.6543	65.43%
Honey bee toxicity	-	0.8739	87.39%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.66%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.27%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.71%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.72%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.81%	97.25%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	81.76%	95.71%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.82%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.73%	91.19%
CHEMBL2996	Q05655	Protein kinase C delta	80.45%	97.79%

Plants that contains it

• Santalum album

Cross-Links

• PubChem: 11390779
• NPASS: NPC309178
• LOTUS: LTS0129383
• wikiData: Q104991695