(1S,2S,5S,6S,7S,8R,10R,13R)-1,5,13-trimethyl-9,11-dioxatetracyclo[6.4.1.16,10.02,6]tetradecane-2,5,7,10,13-pentol

Details

• Internal ID: 4bc8ac8c-c803-48b0-876a-35b3ed7d62bc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,2S,5S,6S,7S,8R,10R,13R)-1,5,13-trimethyl-9,11-dioxatetracyclo[6.4.1.16,10.02,6]tetradecane-2,5,7,10,13-pentol
• SMILES (Canonical): CC1(CCC2(C13CC4(OCC2(C(C(C3O)O4)(C)O)C)O)O)O
• SMILES (Isomeric): C[C@@]1(CC[C@]2([C@]13C[C@]4(OC[C@@]2([C@@]([C@@H]([C@H]3O)O4)(C)O)C)O)O)O
• InChI: InChI=1S/C15H24O7/c1-10-7-21-15(20)6-13(8(16)9(22-15)12(10,3)18)11(2,17)4-5-14(10,13)19/h8-9,16-20H,4-7H2,1-3H3/t8-,9-,10-,11+,12+,13+,14+,15-/m1/s1
• InChI Key: GRXDYDUQABKXJW-GSFVOJMSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₇
• Molecular Weight: 316.35 g/mol
• Exact Mass: 316.15220310 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -1.15
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8469	84.69%
Caco-2	-	0.6225	62.25%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5465	54.65%
OATP2B1 inhibitior	-	0.8505	85.05%
OATP1B1 inhibitior	+	0.9292	92.92%
OATP1B3 inhibitior	+	0.9043	90.43%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8947	89.47%
P-glycoprotein inhibitior	-	0.8984	89.84%
P-glycoprotein substrate	-	0.7282	72.82%
CYP3A4 substrate	+	0.6029	60.29%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	-	0.7614	76.14%
CYP3A4 inhibition	-	0.9442	94.42%
CYP2C9 inhibition	-	0.8834	88.34%
CYP2C19 inhibition	-	0.8703	87.03%
CYP2D6 inhibition	-	0.9522	95.22%
CYP1A2 inhibition	-	0.7928	79.28%
CYP2C8 inhibition	-	0.9049	90.49%
CYP inhibitory promiscuity	-	0.9706	97.06%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6303	63.03%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9083	90.83%
Skin irritation	-	0.6662	66.62%
Skin corrosion	-	0.9353	93.53%
Ames mutagenesis	+	0.6146	61.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5993	59.93%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5052	50.52%
skin sensitisation	-	0.9045	90.45%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5210	52.10%
Acute Oral Toxicity (c)	III	0.3826	38.26%
Estrogen receptor binding	+	0.5981	59.81%
Androgen receptor binding	+	0.6710	67.10%
Thyroid receptor binding	+	0.5262	52.62%
Glucocorticoid receptor binding	-	0.5481	54.81%
Aromatase binding	+	0.6782	67.82%
PPAR gamma	-	0.7005	70.05%
Honey bee toxicity	-	0.8311	83.11%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8623	86.23%

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	92.66%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.14%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.32%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.13%	97.25%
CHEMBL2039	P27338	Monoamine oxidase B	84.16%	92.51%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.75%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.34%	90.17%

Plants that contains it

• Illicium merrillianum

Cross-Links

• PubChem: 101151011
• NPASS: NPC156769
• LOTUS: LTS0161626
• wikiData: Q105016804