(1R,2S,3R,6R,7R,9S,10S,11S,12S,13R,14S)-3,7,10-trimethyl-11-propan-2-yl-15-oxapentacyclo[7.5.1.02,6.07,13.010,14]pentadecane-6,9,12,14-tetrol

Details

• Internal ID: 8647133f-d0b8-40db-ae92-ac8beef9b10d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,2S,3R,6R,7R,9S,10S,11S,12S,13R,14S)-3,7,10-trimethyl-11-propan-2-yl-15-oxapentacyclo[7.5.1.02,6.07,13.010,14]pentadecane-6,9,12,14-tetrol
• SMILES (Canonical): CC1CCC2(C1C3C4(C5C2(CC(C4(C(C5O)C(C)C)C)(O3)O)C)O)O
• SMILES (Isomeric): C[C@@H]1CC[C@]2([C@@H]1[C@@H]3[C@@]4([C@@H]5[C@]2(C[C@@]([C@]4([C@@H]([C@@H]5O)C(C)C)C)(O3)O)C)O)O
• InChI: InChI=1S/C20H32O5/c1-9(2)11-13(21)14-16(4)8-19(23)17(11,5)20(14,24)15(25-19)12-10(3)6-7-18(12,16)22/h9-15,21-24H,6-8H2,1-5H3/t10-,11-,12+,13+,14+,15-,16-,17-,18-,19+,20-/m1/s1
• InChI Key: DPPIFGXHAZYFLP-DXHAGWKNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₅
• Molecular Weight: 352.50 g/mol
• Exact Mass: 352.22497412 g/mol
• Topological Polar Surface Area (TPSA): 90.20 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.27
• H-Bond Acceptor: 5
• 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	+	0.9355	93.55%
Caco-2	-	0.6604	66.04%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5047	50.47%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9208	92.08%
OATP1B3 inhibitior	+	0.9207	92.07%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	-	0.9449	94.49%
P-glycoprotein inhibitior	-	0.8609	86.09%
P-glycoprotein substrate	-	0.7016	70.16%
CYP3A4 substrate	+	0.6251	62.51%
CYP2C9 substrate	+	0.5924	59.24%
CYP2D6 substrate	-	0.8113	81.13%
CYP3A4 inhibition	-	0.8065	80.65%
CYP2C9 inhibition	-	0.8104	81.04%
CYP2C19 inhibition	-	0.7724	77.24%
CYP2D6 inhibition	-	0.9559	95.59%
CYP1A2 inhibition	-	0.7333	73.33%
CYP2C8 inhibition	-	0.6507	65.07%
CYP inhibitory promiscuity	-	0.9407	94.07%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6032	60.32%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9399	93.99%
Skin irritation	-	0.5391	53.91%
Skin corrosion	-	0.8896	88.96%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6696	66.96%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5507	55.07%
skin sensitisation	-	0.8421	84.21%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5231	52.31%
Acute Oral Toxicity (c)	III	0.3784	37.84%
Estrogen receptor binding	+	0.6648	66.48%
Androgen receptor binding	+	0.7412	74.12%
Thyroid receptor binding	+	0.7348	73.48%
Glucocorticoid receptor binding	-	0.5224	52.24%
Aromatase binding	+	0.6772	67.72%
PPAR gamma	+	0.5420	54.20%
Honey bee toxicity	-	0.7740	77.40%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9523	95.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.57%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.44%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.26%	90.17%
CHEMBL3837	P07711	Cathepsin L	91.17%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.83%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.00%	96.21%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.93%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.67%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.58%	97.25%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.54%	89.05%
CHEMBL226	P30542	Adenosine A1 receptor	88.20%	95.93%
CHEMBL2581	P07339	Cathepsin D	87.80%	98.95%
CHEMBL206	P03372	Estrogen receptor alpha	87.37%	97.64%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.24%	100.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	86.31%	95.71%
CHEMBL259	P32245	Melanocortin receptor 4	86.14%	95.38%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.54%	97.14%
CHEMBL5203	P33316	dUTP pyrophosphatase	85.22%	99.18%
CHEMBL2094135	Q96BI3	Gamma-secretase	84.50%	98.05%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.63%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.56%	91.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.33%	96.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.92%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	81.68%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.99%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.74%	100.00%

Plants that contains it

• Itoa orientalis

Cross-Links

• PubChem: 163074388
• LOTUS: LTS0042604
• wikiData: Q104986643