Spiroterreusnoid C

Details

• Internal ID: a5af0f95-bf9b-497c-84e9-ab15f8247312
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (2'S,4S,4'aR,4'bS,5S,5'S,6'aS,10'aS,10'bS,12'aS)-5'-hydroxy-2',4,4'b,5,7',7',10'a,12'a-octamethyl-12'-methylidenespiro[1,3-dioxolane-2,8'-5,6a,9,10,10b,11-hexahydro-4aH-naphtho[1,2-h]isochromene]-1',4',6'-trione
• SMILES (Canonical): CC1C(OC2(O1)CCC3(C4CC(=C)C5(C(C4(C(C(=O)C3C2(C)C)O)C)C(=O)OC(C5=O)C)C)C)C
• SMILES (Isomeric): C[C@H]1[C@@H](OC2(O1)CC[C@]3([C@@H]4CC(=C)[C@@]5([C@@H]([C@]4([C@@H](C(=O)[C@@H]3C2(C)C)O)C)C(=O)O[C@H](C5=O)C)C)C)C
• InChI: InChI=1S/C28H40O7/c1-13-12-17-25(7)10-11-28(34-14(2)15(3)35-28)24(5,6)19(25)18(29)22(31)27(17,9)20-23(32)33-16(4)21(30)26(13,20)8/h14-17,19-20,22,31H,1,10-12H2,2-9H3/t14-,15-,16-,17-,19+,20-,22+,25-,26+,27-/m0/s1
• InChI Key: HOTGAJUCOXYBKH-FZBNHVRJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₀O₇
• Molecular Weight: 488.60 g/mol
• Exact Mass: 488.27740361 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9647	96.47%
Caco-2	-	0.6771	67.71%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8308	83.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8337	83.37%
OATP1B3 inhibitior	-	0.2746	27.46%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.7839	78.39%
P-glycoprotein inhibitior	+	0.6559	65.59%
P-glycoprotein substrate	-	0.5831	58.31%
CYP3A4 substrate	+	0.6535	65.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	-	0.6686	66.86%
CYP2C9 inhibition	-	0.9191	91.91%
CYP2C19 inhibition	-	0.8899	88.99%
CYP2D6 inhibition	-	0.9336	93.36%
CYP1A2 inhibition	-	0.6898	68.98%
CYP2C8 inhibition	-	0.6765	67.65%
CYP inhibitory promiscuity	-	0.9412	94.12%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5460	54.60%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9051	90.51%
Skin irritation	+	0.5789	57.89%
Skin corrosion	-	0.8659	86.59%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5239	52.39%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5917	59.17%
skin sensitisation	-	0.7422	74.22%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5387	53.87%
Acute Oral Toxicity (c)	III	0.6698	66.98%
Estrogen receptor binding	+	0.7116	71.16%
Androgen receptor binding	+	0.7464	74.64%
Thyroid receptor binding	+	0.6757	67.57%
Glucocorticoid receptor binding	+	0.7381	73.81%
Aromatase binding	+	0.7751	77.51%
PPAR gamma	+	0.6212	62.12%
Honey bee toxicity	-	0.7177	71.77%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9947	99.47%

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	90.66%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.50%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.77%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.17%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.04%	96.61%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.64%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.38%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682438
• LOTUS: LTS0145481
• wikiData: Q105031528