CID 12443227

Details

• Internal ID: 5aaa6063-9132-47f9-9e36-e68d03d03c8b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
• IUPAC Name: (3R,4aR,6aR,6aS,8aR,12aR,14aR,14bR)-4,4,6a,6a,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,8,9,10,12,12a,13,14,14a-tetradecahydropicen-3-ol
• SMILES (Canonical): CC1(CCC2(CC=C3C4(CCC5C(C(CCC5(C4CCC3(C2C1)C)C)O)(C)C)C)C)C
• SMILES (Isomeric): C[C@]12CCC(C[C@H]1[C@@]3(CC[C@@H]4[C@]5(CC[C@H](C([C@@H]5CC[C@]4(C3=CC2)C)(C)C)O)C)C)(C)C
• InChI: InChI=1S/C30H50O/c1-25(2)17-18-27(5)13-9-21-29(7)14-10-20-26(3,4)24(31)12-16-28(20,6)22(29)11-15-30(21,8)23(27)19-25/h9,20,22-24,31H,10-19H2,1-8H3/t20-,22+,23+,24+,27-,28-,29-,30+/m0/s1
• InChI Key: GGGUGZHBAOMSFJ-VONAQYPGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O
• Molecular Weight: 426.70 g/mol
• Exact Mass: 426.386166214 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 9.30
• Atomic LogP (AlogP): 8.17
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 20460-33-7
• 3-epi-taraxerol
• 3-Taraxerol; Epitaraxerol
• CHEMBL470462
• AKOS040761691

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6240	62.40%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5374	53.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9423	94.23%
OATP1B3 inhibitior	+	0.9680	96.80%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8415	84.15%
P-glycoprotein inhibitior	-	0.7088	70.88%
P-glycoprotein substrate	-	0.8918	89.18%
CYP3A4 substrate	+	0.6373	63.73%
CYP2C9 substrate	-	0.6165	61.65%
CYP2D6 substrate	-	0.7040	70.40%
CYP3A4 inhibition	-	0.8699	86.99%
CYP2C9 inhibition	-	0.7983	79.83%
CYP2C19 inhibition	-	0.6636	66.36%
CYP2D6 inhibition	-	0.9399	93.99%
CYP1A2 inhibition	-	0.8575	85.75%
CYP2C8 inhibition	-	0.8112	81.12%
CYP inhibitory promiscuity	-	0.7882	78.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5745	57.45%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9075	90.75%
Skin irritation	+	0.6645	66.45%
Skin corrosion	-	0.9471	94.71%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4315	43.15%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	+	0.6420	64.20%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7834	78.34%
Acute Oral Toxicity (c)	III	0.8299	82.99%
Estrogen receptor binding	+	0.8628	86.28%
Androgen receptor binding	+	0.6068	60.68%
Thyroid receptor binding	+	0.6716	67.16%
Glucocorticoid receptor binding	+	0.8309	83.09%
Aromatase binding	+	0.7164	71.64%
PPAR gamma	+	0.5352	53.52%
Honey bee toxicity	-	0.8847	88.47%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9875	98.75%

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	93.70%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	93.25%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.71%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.86%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.75%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.52%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.27%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.18%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.44%	82.69%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.96%	92.94%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.43%	85.30%

Plants that contains it

• Acacia cambagei
• Aframomum daniellii
• Alchornea cordifolia
• Arnica viscosa
• Aster alpinus
• Atalantia wightii
• Balanophora japonica
• Berberis crataegina
• Boophone disticha
• Bruguiera cylindrica
• Calceolaria thyrsiflora
• Calophyllum thwaitesii
• Coptis trifolia
• Corydalis persica
• Corynanthe pachyceras
• Cota tinctoria
• Crataegus pontica
• Cynoglossum amabile
• Echinocystis lobata
• Euphorbia drupifera
• Excoecaria agallocha
• Felicia amelloides
• Glycosmis pseudoracemosa
• Helenium quadridentatum
• Inulanthera dregeana
• Iphiona grantioides
• Juniperus horizontalis
• Lathyrus tingitanus
• Macaranga triloba
• Mallotus macrostachyus
• Manihot esculenta
• Melaleuca decora
• Neolitsea konishii
• Paramignya scandens
• Phlomoides medicinalis
• Phytolacca acinosa
• Plectranthus caninus
• Podocarpus nivalis
• Pteris sinensis
• Rauvolfia salicifolia
• Schisandra arisanensis
• Senecio polyodon
• Senna sophera
• Strychnos spinosa
• Styphnolobium japonicum
• Tetradium glabrifolium
• Vepris unifoliolata

Cross-Links

• PubChem: 12443227
• NPASS: NPC138374
• LOTUS: LTS0167439
• wikiData: Q105008079