(1R,2S,5S,6R,7S,9S,11R,13S)-6,9,13-trimethyl-3-propan-2-yl-12-oxatetracyclo[7.6.0.02,6.011,13]pentadec-3-ene-5,7-diol

Details

• Internal ID: 867539e6-139e-4e48-8c97-80b5c3794ecb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,2S,5S,6R,7S,9S,11R,13S)-6,9,13-trimethyl-3-propan-2-yl-12-oxatetracyclo[7.6.0.02,6.011,13]pentadec-3-ene-5,7-diol
• SMILES (Canonical): CC(C)C1=CC(C2(C1C3CCC4(C(O4)CC3(CC2O)C)C)C)O
• SMILES (Isomeric): CC(C)C1=C[C@@H]([C@@]2([C@H]1[C@H]3CC[C@]4([C@H](O4)C[C@@]3(C[C@@H]2O)C)C)C)O
• InChI: InChI=1S/C20H32O3/c1-11(2)12-8-14(21)20(5)15(22)9-18(3)10-16-19(4,23-16)7-6-13(18)17(12)20/h8,11,13-17,21-22H,6-7,9-10H2,1-5H3/t13-,14+,15+,16-,17-,18+,19+,20+/m1/s1
• InChI Key: FAFDFQFBHSBAGX-GZZXEUMKSA-N
• Popularity: 2 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): 53.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.29
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9817	98.17%
Caco-2	+	0.5494	54.94%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.5788	57.88%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9096	90.96%
OATP1B3 inhibitior	+	0.9734	97.34%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9204	92.04%
P-glycoprotein inhibitior	-	0.8683	86.83%
P-glycoprotein substrate	-	0.6959	69.59%
CYP3A4 substrate	+	0.6367	63.67%
CYP2C9 substrate	-	0.6206	62.06%
CYP2D6 substrate	-	0.7163	71.63%
CYP3A4 inhibition	-	0.8259	82.59%
CYP2C9 inhibition	-	0.6328	63.28%
CYP2C19 inhibition	-	0.7364	73.64%
CYP2D6 inhibition	-	0.9308	93.08%
CYP1A2 inhibition	-	0.5275	52.75%
CYP2C8 inhibition	-	0.6794	67.94%
CYP inhibitory promiscuity	-	0.7462	74.62%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5796	57.96%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9028	90.28%
Skin irritation	+	0.4913	49.13%
Skin corrosion	-	0.9206	92.06%
Ames mutagenesis	-	0.6787	67.87%
Human Ether-a-go-go-Related Gene inhibition	+	0.6451	64.51%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5320	53.20%
skin sensitisation	-	0.6380	63.80%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6570	65.70%
Acute Oral Toxicity (c)	I	0.3095	30.95%
Estrogen receptor binding	+	0.7200	72.00%
Androgen receptor binding	+	0.5924	59.24%
Thyroid receptor binding	+	0.7806	78.06%
Glucocorticoid receptor binding	+	0.5949	59.49%
Aromatase binding	+	0.5895	58.95%
PPAR gamma	-	0.6260	62.60%
Honey bee toxicity	-	0.8097	80.97%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9376	93.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.28%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.05%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.54%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.72%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.95%	95.89%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.59%	85.30%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.40%	97.09%
CHEMBL2581	P07339	Cathepsin D	85.72%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.71%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.74%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.29%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.24%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11823375
• LOTUS: LTS0252340
• wikiData: Q104992209