(1S,2S,11S,12S)-8-(hydroxymethyl)-4,12-dimethyl-1-propan-2-yl-15-oxabicyclo[10.2.1]pentadeca-3,7-diene-2,11-diol

Details

• Internal ID: 897c84c1-5543-49e6-8e43-2e4c600ad86b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,2S,11S,12S)-8-(hydroxymethyl)-4,12-dimethyl-1-propan-2-yl-15-oxabicyclo[10.2.1]pentadeca-3,7-diene-2,11-diol
• SMILES (Canonical): CC1=CC(C2(CCC(O2)(C(CCC(=CCC1)CO)O)C)C(C)C)O
• SMILES (Isomeric): CC1=C[C@@H]([C@]2(CC[C@](O2)([C@H](CCC(=CCC1)CO)O)C)C(C)C)O
• InChI: InChI=1S/C20H34O4/c1-14(2)20-11-10-19(4,24-20)17(22)9-8-16(13-21)7-5-6-15(3)12-18(20)23/h7,12,14,17-18,21-23H,5-6,8-11,13H2,1-4H3/t17-,18-,19-,20-/m0/s1
• InChI Key: LGBUEBUOUSRCGF-MUGJNUQGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₄
• Molecular Weight: 338.50 g/mol
• Exact Mass: 338.24570956 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9844	98.44%
Caco-2	+	0.6458	64.58%
Blood Brain Barrier	+	0.6385	63.85%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6250	62.50%
OATP2B1 inhibitior	-	0.8651	86.51%
OATP1B1 inhibitior	+	0.8948	89.48%
OATP1B3 inhibitior	+	0.9681	96.81%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5083	50.83%
BSEP inhibitior	-	0.6551	65.51%
P-glycoprotein inhibitior	-	0.8222	82.22%
P-glycoprotein substrate	-	0.6997	69.97%
CYP3A4 substrate	+	0.6012	60.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7596	75.96%
CYP3A4 inhibition	-	0.5659	56.59%
CYP2C9 inhibition	-	0.8149	81.49%
CYP2C19 inhibition	-	0.8718	87.18%
CYP2D6 inhibition	-	0.9274	92.74%
CYP1A2 inhibition	-	0.8174	81.74%
CYP2C8 inhibition	-	0.6607	66.07%
CYP inhibitory promiscuity	-	0.8244	82.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5798	57.98%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9476	94.76%
Skin irritation	-	0.5494	54.94%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	-	0.6407	64.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.6657	66.57%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6101	61.01%
skin sensitisation	-	0.8101	81.01%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7095	70.95%
Acute Oral Toxicity (c)	III	0.6321	63.21%
Estrogen receptor binding	+	0.6112	61.12%
Androgen receptor binding	-	0.5326	53.26%
Thyroid receptor binding	+	0.7878	78.78%
Glucocorticoid receptor binding	+	0.6896	68.96%
Aromatase binding	+	0.5527	55.27%
PPAR gamma	-	0.5913	59.13%
Honey bee toxicity	-	0.9109	91.09%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8686	86.86%

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	95.72%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.49%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.49%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.03%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.04%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.61%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.52%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	84.83%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.93%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	83.84%	97.79%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.04%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163026605
• LOTUS: LTS0126306
• wikiData: Q105151274