(1S,4S,8S,9R,11R)-9-tert-butyl-7,9-dihydroxy-3,5,12-trioxatetracyclo[6.6.0.01,11.04,8]tetradecane-2,6,13-trione

Details

• Internal ID: ad1d7852-b94f-4a92-baed-2e58a2a2d6ee
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones > Ginkgolides and bilobalides
• IUPAC Name: (1S,4S,8S,9R,11R)-9-tert-butyl-7,9-dihydroxy-3,5,12-trioxatetracyclo[6.6.0.01,11.04,8]tetradecane-2,6,13-trione
• SMILES (Canonical): CC(C)(C)C1(CC2C3(C14C(C(=O)OC4OC3=O)O)CC(=O)O2)O
• SMILES (Isomeric): CC(C)(C)[C@@]1(C[C@@H]2[C@@]3([C@@]14[C@H](OC(=O)C4O)OC3=O)CC(=O)O2)O
• InChI: InChI=1S/C15H18O8/c1-12(2,3)14(20)4-6-13(5-7(16)21-6)10(19)23-11-15(13,14)8(17)9(18)22-11/h6,8,11,17,20H,4-5H2,1-3H3/t6-,8?,11-,13+,14-,15-/m1/s1
• InChI Key: MOLPUWBMSBJXER-MJLURTQYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₈
• Molecular Weight: 326.30 g/mol
• Exact Mass: 326.10016753 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.74
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8821	88.21%
Caco-2	-	0.7229	72.29%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6164	61.64%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.9208	92.08%
OATP1B3 inhibitior	+	0.9426	94.26%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9763	97.63%
P-glycoprotein inhibitior	-	0.8662	86.62%
P-glycoprotein substrate	-	0.6978	69.78%
CYP3A4 substrate	+	0.5793	57.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8377	83.77%
CYP3A4 inhibition	-	0.9310	93.10%
CYP2C9 inhibition	-	0.9392	93.92%
CYP2C19 inhibition	-	0.9408	94.08%
CYP2D6 inhibition	-	0.9495	94.95%
CYP1A2 inhibition	-	0.9256	92.56%
CYP2C8 inhibition	-	0.9209	92.09%
CYP inhibitory promiscuity	-	0.9846	98.46%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5569	55.69%
Eye corrosion	-	0.9783	97.83%
Eye irritation	-	0.7577	75.77%
Skin irritation	-	0.6528	65.28%
Skin corrosion	-	0.8729	87.29%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7267	72.67%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8324	83.24%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6725	67.25%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.8030	80.30%
Acute Oral Toxicity (c)	III	0.3940	39.40%
Estrogen receptor binding	+	0.8026	80.26%
Androgen receptor binding	+	0.6877	68.77%
Thyroid receptor binding	+	0.5408	54.08%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5754	57.54%
PPAR gamma	-	0.4888	48.88%
Honey bee toxicity	-	0.8868	88.68%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8328	83.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.27%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.43%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.45%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.36%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.28%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.58%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.02%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.17%	96.09%
CHEMBL2581	P07339	Cathepsin D	80.35%	98.95%

Plants that contains it

• Ginkgo biloba

Cross-Links

• PubChem: 138107786
• LOTUS: LTS0128493
• wikiData: Q104252710