(1R,4S,5S,6R,9S,10S,13R,16S)-5-(hydroxymethyl)-5,9,13-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-6,16-diol

Details

• Internal ID: 9a724efc-9155-4665-b535-ab9969f885dc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,4S,5S,6R,9S,10S,13R,16S)-5-(hydroxymethyl)-5,9,13-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-6,16-diol
• SMILES (Canonical): CC12CCC3C4(CCC(C(C4CCC3(C1O)C=C2)(C)CO)O)C
• SMILES (Isomeric): C[C@]12CC[C@H]3[C@@]4(CC[C@H]([C@]([C@H]4CC[C@@]3([C@H]1O)C=C2)(C)CO)O)C
• InChI: InChI=1S/C20H32O3/c1-17-7-4-14-18(2)8-6-15(22)19(3,12-21)13(18)5-9-20(14,11-10-17)16(17)23/h10-11,13-16,21-23H,4-9,12H2,1-3H3/t13-,14-,15+,16-,17+,18+,19+,20+/m0/s1
• InChI Key: LPOXGUVBIVOTBZ-XKFBJQMHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9870	98.70%
Caco-2	+	0.6131	61.31%
Blood Brain Barrier	+	0.7135	71.35%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.5876	58.76%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9330	93.30%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7345	73.45%
BSEP inhibitior	+	0.6376	63.76%
P-glycoprotein inhibitior	-	0.8518	85.18%
P-glycoprotein substrate	-	0.8267	82.67%
CYP3A4 substrate	+	0.6127	61.27%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.7520	75.20%
CYP3A4 inhibition	-	0.8743	87.43%
CYP2C9 inhibition	-	0.7072	70.72%
CYP2C19 inhibition	-	0.8072	80.72%
CYP2D6 inhibition	-	0.9462	94.62%
CYP1A2 inhibition	-	0.7432	74.32%
CYP2C8 inhibition	-	0.8462	84.62%
CYP inhibitory promiscuity	-	0.8143	81.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6859	68.59%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9387	93.87%
Skin irritation	-	0.5896	58.96%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5499	54.99%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6452	64.52%
skin sensitisation	-	0.8455	84.55%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6448	64.48%
Acute Oral Toxicity (c)	III	0.5796	57.96%
Estrogen receptor binding	+	0.7925	79.25%
Androgen receptor binding	+	0.5833	58.33%
Thyroid receptor binding	+	0.7408	74.08%
Glucocorticoid receptor binding	+	0.7873	78.73%
Aromatase binding	+	0.6454	64.54%
PPAR gamma	-	0.5701	57.01%
Honey bee toxicity	-	0.9059	90.59%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9458	94.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	91.77%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.95%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.13%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.01%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.95%	95.89%
CHEMBL4040	P28482	MAP kinase ERK2	83.76%	83.82%
CHEMBL226	P30542	Adenosine A1 receptor	83.60%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	83.18%	90.17%
CHEMBL237	P41145	Kappa opioid receptor	82.32%	98.10%
CHEMBL5028	O14672	ADAM10	80.22%	97.50%

Plants that contains it

• Sideritis pusilla

Cross-Links

• PubChem: 102090485
• LOTUS: LTS0254535
• wikiData: Q104395954